N-(4-Cyanophenyl)glycine supplier

Name
N-(4-CYANO-PHENYL)-GLYCINE
EINECS 459-560-3
CAS No. 42288-26-6
Article Data18
CAS DataBase
Density 1.3 g/cm³
Solubility
Melting Point 237 °C(dec.)
Formula C₉H₈N₂O₂
Boiling Point 447.2 °C at 760 mmHg
Molecular Weight 176.175
Flash Point 224.3 °C
Transport Information
Appearance Off-white solid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Glycine,N-(p-cyanophenyl)- (6CI,7CI);2-(4-Cyanophenylamino)acetic acid;4-(((Carboxy)methyl)amino)benzonitrile;N-(p-Cyanophenyl)glycine;[(4-Cyanophenyl)amino]acetic acid;
PSA 73.12000
LogP 1.12778

Synthetic route

: 79-08-3
bromoacetic acid

: 873-74-5
4-Aminobenzonitrile

: 42288-26-6
(4-cyanophenyl)glycine

Conditions

Conditions	Yield
In water at 100 - 110℃; for 3h;	88%
In water at 100℃; for 16h;
In water at 20 - 100℃; for 16.4h;
In water at 100℃; for 5h;
In water at 100℃;

: 623-00-7
4-bromobenzenecarbonitrile

: 56-40-6
glycine

: 42288-26-6
(4-cyanophenyl)glycine

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; N-((1-oxy-pyridin-2-yl)methyl)oxalamic acid In water; dimethyl sulfoxide at 25℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube; chemoselective reaction;	88%

: 3926-62-3
sodium monochloroacetic acid

: 873-74-5
4-Aminobenzonitrile

: 42288-26-6
(4-cyanophenyl)glycine

Conditions

Conditions	Yield
In water for 6.5h; Product distribution / selectivity; Reflux;	73.2%
With water at 0℃; Product distribution / selectivity; Reflux;	73.2%
Stage #1: sodium monochloroacetic acid; 4-Aminobenzonitrile With tetrabutylammomium bromide; sodium hydrogencarbonate; potassium iodide In water at 90 - 95℃; for 24h; Stage #2: With ammonia In water at 20 - 30℃; for 0.333333h; pH=7.5; Stage #3: With hydrogenchloride In water at 20 - 30℃; for 3h; pH=2.5; Product distribution / selectivity;
With tetrabutylammomium bromide; sodium hydrogencarbonate; potassium iodide In water at 90 - 95℃; for 24h;	131 g
With tetrabutylammomium bromide; sodium hydrogencarbonate; potassium iodide In water at 85 - 90℃; for 24h;	120 g

: 79-11-8
chloroacetic acid

: 873-74-5
4-Aminobenzonitrile

: 42288-26-6
(4-cyanophenyl)glycine

Conditions

Conditions	Yield
In water Reflux;	73%
In water Heating / reflux;	58%
In water Reflux;	47%
With water

: 298-12-4
Glyoxilic acid

: 873-74-5
4-Aminobenzonitrile

: 42288-26-6
(4-cyanophenyl)glycine

Conditions

Conditions	Yield
With sodium cyanoborohydride for 2h; Milling;	56%

: 144656-11-1
(4-cyanophenylamino)-acetic acid tert-butyl ester

: 42288-26-6
(4-cyanophenyl)glycine

Conditions

Conditions	Yield
With methoxybenzene; trifluoroacetic acid
With trifluoroacetic acid In dichloromethane for 24h; Ambient temperature;

: 873-74-5
4-Aminobenzonitrile

: 42288-26-6
(4-cyanophenyl)glycine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3 / dimethylformamide / 16 h / 80 °C 2: TFA / CH2Cl2; various solvent(s) / 24 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: K2CO3 2: TFA, anisole View Scheme

: 253796-98-4
(R)-2-(4-methylamino-3-amino-phenyl)-2-tert.butyloxycarbonylamino-1-pyrrolidino-propanone

: 42288-26-6
(4-cyanophenyl)glycine

: 530-62-1
1,1'-carbonyldiimidazole

: (R)-2-(4-cyanophenylaminomethyl)-1-methyl-5-[1-(N-tert-butyloxycarbonylamino)-1-(pyrrolidinocarbonyl)-ethyl]-benzimidazole

Conditions

Conditions	Yield
In tetrahydrofuran; acetic acid	100%

...Expand

: 42288-26-6
(4-cyanophenyl)glycine

: 212322-56-0
ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate

: 948551-71-1
3-({3-[2-(4-cyano-phenylamino)-acetylamino]-4-methylamino-benzoyl}-pyridin-2-yl-amino)-ethyl propanoate

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With 1,1'-carbonyldiimidazole In dichloromethane at 0 - 5℃; for 6h; Large scale; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In dichloromethane at 20℃; for 24h; Solvent; Reagent/catalyst; Large scale;	99.3%
Stage #1: (4-cyanophenyl)glycine With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 0.5h; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In tetrahydrofuran at 20℃;	93.8%
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In tetrahydrofuran at 0 - 10℃; for 0.5h; Large scale; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In tetrahydrofuran at 20 - 25℃; for 6h; Large scale;	84.33%
Stage #1: (4-cyanophenyl)glycine With 1,1'-carbonyldiimidazole In tetrahydrofuran at 50℃; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In tetrahydrofuran for 24h; Heating; Further stages.;

: 42288-26-6
(4-cyanophenyl)glycine

: 73874-95-0
(piperidin-4-yl)carbamic acid tert-butyl ester

: tert-butyl N-[1-[2-(4-cyanoanilino)acetyl]-4-piperidyl]carbamate

Conditions

Conditions	Yield
With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	99%

: 42288-26-6
(4-cyanophenyl)glycine

: 135632-53-0
tert-butyl N-(4-piperidinylmethyl)carbamate

: tert-butyl N-[[1-[2-(4-cyanoanilino)acetyl]-4-piperidyl]methyl]carbamate

Conditions

Conditions	Yield
With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	98%

: 42288-26-6
(4-cyanophenyl)glycine

: 1315605-52-7
3-({3-[2-(4-Cyano-phenylamino)-acetylamino]-4-methylamino-benzoyl}-phenyl-amino)-propionic acid methyl ester

Conditions

Conditions	Yield
With 1,1'-carbonyldiimidazole In tetrahydrofuran	97%

: 253431-25-3
4-[1-(pyrrolidin-1-yl-carbonyl)cyclopropyl]-2-nitro-N-methylaniline

: 4-[1-(N-(3-ethoxycarbonyl-propionyl)-N-cyclopentyl-amino)cyclopropyl]-2-amino-N-methyl-aniline, O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

: 42288-26-6
(4-cyanophenyl)glycine

: 4-[1-(N-(3-ethoxycarbonylpropionyl)-N-cyclopentyl-amino)-cyclopropyl]-2-(4-cyanophenyl)-aminomethylcarbonylamino-N-methyl-aniline

Conditions

Conditions	Yield
With triethylamine In N-methyl-acetamide	96%

...Expand

: 42288-26-6
(4-cyanophenyl)glycine

: 212322-56-0
ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate

: 211915-84-3
3-[[[2-[[(4-cyanophenyl)amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl](pyridin-2-yl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine; ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate With 1,1'-carbonyldiimidazole In Isopropyl acetate at 20℃; for 4h; Stage #2: With acetic acid In Isopropyl acetate for 2h; Reflux;	95%
Stage #1: (4-cyanophenyl)glycine With 1,1'-carbonyldiimidazole In toluene at 50℃; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In toluene at 20 - 25℃; Temperature;	93.97%
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 3℃; for 1h; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In N,N-dimethyl-formamide at 20℃; for 6h; Temperature; Further stages;	91.1%

: 3-[(3-amino-4-butyl aminobenzoyl)(3-chloro-4-fluorophenyl)amino]propionic acid ethyl ester

: 42288-26-6
(4-cyanophenyl)glycine

: 3-[{1-butyl-2-[(4-cyanophenylamino)methyl]-1H-benzoimidazole-5-carbonyl} (3-chloro-4-fluorophenyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-dimethyl-formamide In tetrahydrofuran for 0.5h; Cooling with ice; Stage #2: 3-[(3-amino-4-butyl aminobenzoyl)(3-chloro-4-fluorophenyl)amino]propionic acid ethyl ester In tetrahydrofuran at 20℃; for 4h; Stage #3: With acetic acid for 3h; Reflux;	95%

: 3-[(3-amino-4-ethylamino-benzoyl)-(3,5-difluorophenyl)-amino]-propionic acid ethyl ester

: 42288-26-6
(4-cyanophenyl)glycine

: ethyl 3-(2-(((4-cyanophenyl)amino)methyl)-N-(3,5-difluorophenyl)-1-ethyl-1H-benzo[d]imidazole-5-carboxamido)propanoate

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.583333h; Cooling with ice; Stage #2: 3-[(3-amino-4-ethylamino-benzoyl)-(3,5-difluorophenyl)-amino]-propionic acid ethyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; Stage #3: With acetic acid at 120℃; for 2 - 3h;	93%

: 42288-26-6
(4-cyanophenyl)glycine

: 64-19-7
acetic acid

: 212322-56-0
ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate

: 1188417-09-5
1-methyl-2-[N-(4-cyanophenyl)aminomethyl]benzimidazole-5-ylcarboxylic acid N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide acetate salt

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With 1,1'-carbonyldiimidazole In tetrahydrofuran for 0.666667h; Inert atmosphere; Reflux; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In tetrahydrofuran for 5h; Inert atmosphere; Reflux; Stage #3: acetic acid In tetrahydrofuran for 1h; Reflux;	92%

...Expand

: 42288-26-6
(4-cyanophenyl)glycine

: 104-15-4
toluene-4-sulfonic acid

: 212322-56-0
ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate

: 1-methyl-2-[N-(4-cyanophenyl)aminomethyl]benzimidazol-5-ylcarboxylic acid N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide p-toluenesulfonate

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With pivaloyl chloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 5℃; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In tetrahydrofuran at 0 - 5℃; for 0.0833333h; Stage #3: toluene-4-sulfonic acid Further stages;	89.59%
Stage #1: (4-cyanophenyl)glycine With Imidazole hydrochloride; 1,1'-carbonyldiimidazole In dichloromethane at 35 - 40℃; for 1h; Inert atmosphere; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In dichloromethane for 1h; Inert atmosphere; Reflux; Stage #3: toluene-4-sulfonic acid In acetic acid butyl ester at 85 - 90℃; for 1h; Solvent; Inert atmosphere;	15.8 g

Yield

Stage #1: (4-cyanophenyl)glycine With pivaloyl chloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 5℃;
Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In tetrahydrofuran at 0 - 5℃; for 0.0833333h;
Stage #3: toluene-4-sulfonic acid Further stages;

89.59%

Stage #1: (4-cyanophenyl)glycine With Imidazole hydrochloride; 1,1'-carbonyldiimidazole In dichloromethane at 35 - 40℃; for 1h; Inert atmosphere;
Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In dichloromethane for 1h; Inert atmosphere; Reflux;
Stage #3: toluene-4-sulfonic acid In acetic acid butyl ester at 85 - 90℃; for 1h; Solvent; Inert atmosphere;

15.8 g

...Expand

: ethyl 3-(3-amino-4-(ethylamino)-N-(2-fluorophenyl)-benzamido)propanoate

: 42288-26-6
(4-cyanophenyl)glycine

: ethyl 3-(2-(((4-cyanophenyl)amino)methyl)-1-ethyl-N-(2-fluorophenyl)-1H-benzo[d]imidazole-5-carboxamido)-propanoate

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.583333h; Cooling with ice; Stage #2: ethyl 3-(3-amino-4-(ethylamino)-N-(2-fluorophenyl)-benzamido)propanoate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; Stage #3: With acetic acid at 120℃; for 2 - 3h;	89%

: 42288-26-6
(4-cyanophenyl)glycine

: 3-[(3-amino-4-methylaminobenzoyl)-(2-methoxyphenyl)amino]-propionic acid ethyl ester

: 3-({2-[(4-cyanophenylamino)methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-(2-methoxyphenyl)amino)propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: 3-[(3-amino-4-methylaminobenzoyl)-(2-methoxyphenyl)amino]-propionic acid ethyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 5h;	89%

: ethyl 5-[3-amino-4-(ethylamino)phenyl]-4-(2,3-dimethylphenyl)-5-oxopentanoate

: 42288-26-6
(4-cyanophenyl)glycine

: 3-[{2-[(4-cyanophenylamino)methyl]-1-ethyl-1H-benzoimidazole-5-carbonyl}(2,3-dimethylphenyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: ethyl 5-[3-amino-4-(ethylamino)phenyl]-4-(2,3-dimethylphenyl)-5-oxopentanoate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃;	87.6%

: 3-[(3-amino-4-ethylaminobenzoyl)-(2,3-dimethylphenyl)amino]propionic acid ethyl ester

: 42288-26-6
(4-cyanophenyl)glycine

: 3-[{2-[(4-cyanophenylamino)methyl]-1-ethyl-1H-benzoimidazole-5-carbonyl}(2,3-dimethylphenyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: 3-[(3-amino-4-ethylaminobenzoyl)-(2,3-dimethylphenyl)amino]propionic acid ethyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 10h;	87.6%

: 3-[(3-amino-4-ethylaminobenzoyl)-(4-fluoro-3-methylphenyl)amino]propionic acid ethyl ester

: 42288-26-6
(4-cyanophenyl)glycine

: 3-[{2-[(4-cyanophenylamino)methyl]-1-ethyl-1H-benzoimidazole-5-carbonyl}(4-fluoro-3-methylphenyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: 3-[(3-amino-4-ethylaminobenzoyl)-(4-fluoro-3-methylphenyl)amino]propionic acid ethyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 10h;	87.6%

: 871022-62-7
tert-butyl N-[(4-fluoropiperidin-4-yl)methyl]carbamate

: 42288-26-6
(4-cyanophenyl)glycine

: tert-butyl N-[[1-[2-(4-cyanoanilino)acetyl]-4-fluoro-4-piperidyl]methyl]carbamate

Conditions

Conditions	Yield
With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	87%

: 3-[(3-amino-4-ethylamino-benzoyl)-(3,5-dimethylphenyl)-amino]-propionic acid ethyl ester

: 42288-26-6
(4-cyanophenyl)glycine

: 3-[{2-[(4-cyanophenylamino)methyl]-1-ethyl-1H-benzoimidazole-5-carbonyl}(3,5-dimethylphenyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: 3-[(3-amino-4-ethylamino-benzoyl)-(3,5-dimethylphenyl)-amino]-propionic acid ethyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 10h;	86.1%

: 3-[(3-chloro-4-methyl amino benzoyl)(3-chloro-4-fluorophenyl)amino]propionic acid ethyl ester

: 42288-26-6
(4-cyanophenyl)glycine

: 3-((3-chloro-4-fluorophenyl){2-[(4-cyanophenylamino)methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}amino)propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-dimethyl-formamide In tetrahydrofuran for 0.5h; Cooling with ice; Stage #2: 3-[(3-chloro-4-methyl amino benzoyl)(3-chloro-4-fluorophenyl)amino]propionic acid ethyl ester In tetrahydrofuran at 20℃; for 4h; Stage #3: With acetic acid for 3h; Reflux;	86%

: 66315-23-9
ethyl 3-amino-4-(methylamino)benzoate

: 42288-26-6
(4-cyanophenyl)glycine

: C19H20N4O3

Conditions

Conditions	Yield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 10 - 20℃;	86%

: 3-[(3-amino-4-ethylaminobenzoyl)-(3-fluoro-4-methylphenyl)amino]propionic acid ethyl ester

: 42288-26-6
(4-cyanophenyl)glycine

: 3-[{2-[(4-cyanophenylamino)methyl]-1-ethyl-1H-benzoimidazole-5-carbonyl}(3-fluoro-4-methylphenyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: 3-[(3-amino-4-ethylaminobenzoyl)-(3-fluoro-4-methylphenyl)amino]propionic acid ethyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 10h;	85.8%

: ethyl 5-[3-amino-4-(ethylamino)phenyl]-4-(2,4-dimethylphenyl)-5-oxopentanoate

: 42288-26-6
(4-cyanophenyl)glycine

: 3-[{2-[(4-cyanophenylamino)methyl]-1-ethyl-1H-benzoimidazole-5-carbonyl}(2,4-dimethylphenyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: ethyl 5-[3-amino-4-(ethylamino)phenyl]-4-(2,4-dimethylphenyl)-5-oxopentanoate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃;	85.5%

: 3-[(3-amino-4-ethylamino-benzoyl)-(3,4-dimethylphenyl)-amino]-propionic acid ethyl ester

: 42288-26-6
(4-cyanophenyl)glycine

: 3-[{2-[(4-cyanophenylamino)methyl]-1-ethyl-1H-benzoimidazole-5-carbonyl}-(3,4-dimethyl-phenyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: 3-[(3-amino-4-ethylamino-benzoyl)-(3,4-dimethylphenyl)-amino]-propionic acid ethyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 10h;	85.5%

: 3-[(3-amino-4-ethylamino-benzoyl)-(2,4-dimethylphenyl)-amino]-propionic acid ethyl ester

: 42288-26-6
(4-cyanophenyl)glycine

: 3-[{2-[(4-cyanophenylamino)methyl]-1-ethyl-1H-benzoimidazole-5-carbonyl}(2,4-dimethylphenyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: 3-[(3-amino-4-ethylamino-benzoyl)-(2,4-dimethylphenyl)-amino]-propionic acid ethyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 10h;	85.4%

: 75-75-2
methanesulfonic acid

: 42288-26-6
(4-cyanophenyl)glycine

: 212322-56-0
ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate

: ethyl 3-(2-((4-cyanophenylamino)methyl)-1-methyl-N-(pyridin-2-yl)-1H-benzo[d]imidazole-5-carboxamido)propanoate mesylate

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In tetrahydrofuran at 30 - 35℃; Stage #3: methanesulfonic acid Further stages;	85%
Stage #1: (4-cyanophenyl)glycine With 1,1'-carbonyldiimidazole In tetrahydrofuran at 25 - 35℃; for 3h; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In tetrahydrofuran at 25 - 35℃; for 24h; Stage #3: methanesulfonic acid In acetone at 0 - 10℃; for 3h; Concentration; Temperature;	220 g

...Expand

: 3-[(3-amino-4-ethylaminobenzoyl)(2,5-dimethyl-phenyl)amino]propionic acid ethyl ester

: 42288-26-6
(4-cyanophenyl)glycine

: 3-[{2-[(4-cyanophenylamino)methyl]-1-ethyl-1H-benzoimidazole-5-carbonyl}(2,5-dimethylphenyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: 3-[(3-amino-4-ethylaminobenzoyl)(2,5-dimethyl-phenyl)amino]propionic acid ethyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 10h;	84.5%

: ethyl 5-[3-amino-4-(ethylamino)phenyl]-4-(2,5-dimethylphenyl)-5-oxopentanoate

: 42288-26-6
(4-cyanophenyl)glycine

: 3-[{2-[(4-cyanophenylamino)methyl]-1-ethyl-1H-benzoimidazole-5-carbonyl}(2,5-dimethylphenyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: ethyl 5-[3-amino-4-(ethylamino)phenyl]-4-(2,5-dimethylphenyl)-5-oxopentanoate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃;	84.2%

: ethyl 5-[3-amino-4-(ethylamino)phenyl]-4-(3-methylphenyl)-5-oxopentanoate

: 42288-26-6
(4-cyanophenyl)glycine

: ethyl 3-{[(2-{[(4-cyanophenyl)amino]methyl}-1-ethyl-1H-benzimidazol-5-yl)carbonyl](3-methylphenyl)amino}propanoate

Conditions

Conditions	Yield
Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice; Stage #2: ethyl 5-[3-amino-4-(ethylamino)phenyl]-4-(3-methylphenyl)-5-oxopentanoate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃;	83.7%

N-(4-Cyanophenyl)glycine Chemical Properties

Product Name: N-(4-Cyanophenyl)glycine (CAS NO.42288-26-6)

Molecular Formula: C₉H₈N₂O₂
Molecular Weight: 176.17g/mol
Mol File: 42288-26-6.mol
Boiling point: 447.2 °C at 760 mmHg
Flash Point: 224.3 °C
Density: 1.3 g/cm³
Index of Refraction: 1.593
Molar Refractivity: 45.87 cm³
Molar Volume: 135.2 cm³
Surface Tension: 63.4 dyne/cm
Enthalpy of Vaporization: 74.35 kJ/mol
Vapour Pressure: 8.8E-09 mmHg at 25°C

Product Name

N-(4-CYANO-PHENYL)-GLYCINE

Synthetic route

N-(4-Cyanophenyl)glycine Chemical Properties

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