1-Methylindazole-3-carboxylic acid supplier

Name
1-Methylindazole-3-carboxylic acid
EINECS 626-233-3
CAS No. 50890-83-0
Article Data10
CAS DataBase
Density 1.35 g/cm³
Solubility Insoluble in water. Soluble in DMSO and Methanol.
Melting Point 213 °C
Formula C₉H₈N₂O₂
Boiling Point 383.7 °C at 760 mmHg
Molecular Weight 176.175
Flash Point 185.8 °C
Transport Information
Appearance White to light yellow needle crystal
Safety 26-36/37/39-22
Risk Codes 22-36-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms 1H -Methylindazole-3-carboxylic acid;1-Methylindazole-3-carboxylic acid (Granisetron int.);1-Methyl-1H-indazole-3-carboxylicacid;3-Carboxy-1-methylindazole;
PSA 55.12000
LogP 1.27150

Synthetic route

: 109216-60-6
1-Methyl-1H-indazole-3-carboxylic acid methyl ester

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran Ambient temperature;	100%
With sodium hydroxide In tetrahydrofuran at 20℃; for 18h;	90%
With hydrogenchloride; sodium hydroxide In tetrahydrofuran	68%

: 4498-67-3
1H-Indazole-3-carboxylic acid

: 77-78-1
dimethyl sulfate

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 1H-Indazole-3-carboxylic acid With calcium oxide In methanol for 2h; Heating / reflux; Stage #2: dimethyl sulfate In methanol for 4h; Heating / reflux;	85.6%
Stage #1: 1H-Indazole-3-carboxylic acid With magnesium n-propylate In propan-1-ol for 2h; Heating / reflux; Stage #2: dimethyl sulfate In propan-1-ol at 20℃; for 5h; Heating / reflux;	83.8%
Stage #1: 1H-Indazole-3-carboxylic acid With magnesium ethylate In propan-1-ol for 2h; Heating / reflux; Stage #2: dimethyl sulfate In propan-1-ol at 20℃; for 2h; Heating / reflux;	79.2%
Stage #1: 1H-Indazole-3-carboxylic acid With barium(II) oxide In propan-1-ol for 2h; Heating / reflux; Stage #2: dimethyl sulfate In propan-1-ol at 20℃; for 2h; Heating / reflux;	65.4%

: methyl 2-(2-iodophenyl)-2-(2-methylhydrazono)acetate

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: methyl 2-(2-iodophenyl)-2-(2-methylhydrazono)acetate With copper(l) iodide; caesium carbonate; L-proline In dimethyl sulfoxide at 95 - 100℃; for 7h; Stage #2: With hydrogenchloride In water; toluene pH=2 - 2.5;	84%

: 4498-67-3
1H-Indazole-3-carboxylic acid

: 74-88-4
methyl iodide

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 1H-Indazole-3-carboxylic acid With calcium oxide In methanol for 2h; Heating / reflux; Stage #2: methyl iodide In methanol at 20℃; for 26h; Heating / reflux;	83.8%
With hydrogenchloride; sodium chloride; sodium hydrogencarbonate In dimethyl sulfoxide; mineral oil

: methyl 2-(2-chlorophenyl)-2-(2-methylhydrazono)acetate

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: methyl 2-(2-chlorophenyl)-2-(2-methylhydrazono)acetate With copper(l) iodide; caesium carbonate; L-proline In dimethyl sulfoxide at 95 - 100℃; for 7h; Stage #2: With hydrogenchloride In water; toluene pH=2 - 2.5;	83%

: Methyl 2-(2-bromophenyl)-2-(2-methylhydrazono)acetate

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: Methyl 2-(2-bromophenyl)-2-(2-methylhydrazono)acetate With copper(l) iodide; caesium carbonate; L-proline In dimethyl sulfoxide at 95 - 100℃; for 7h; Stage #2: With hydrogenchloride In water; toluene pH=2 - 2.5;	81%

: 512-56-1
trimethyl phosphite

: 4498-67-3
1H-Indazole-3-carboxylic acid

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 1H-Indazole-3-carboxylic acid With magnesium ethylate In propan-1-ol for 2h; Heating / reflux; Stage #2: trimethyl phosphite In propan-1-ol at 20℃; for 7h; Heating / reflux;	78.3%

: 31748-44-4
1-methyl-1H-indazole-3-carbonitrile

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 74-88-4
methyl iodide

: 4498-68-4
ethyl 1H-indazole-3-carboxylate

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
With sodium methylate Der Methylester entsteht beim nachfolgenden Verseifen und Verestern mit Methanol und konz. Schwefelsaeure und dann man verseift ihn waessr-methylalkoh. Kalilauge;
With sodium methylate und verseifen des entstandenen Esters mit waessr.-methylalkoh. Kalilauge;

1-methyl-indazole-carboxylic acid-(3)-methyl ester: 1-methyl-indazole-carboxylic acid-(3)-methyl ester

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide und verseifen des entstandenen Esters mit waessr.-methylalkoh. Kalilauge;

: 50264-88-5
indazole-3-carbonitrile

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH solution 2: aqueous HCl View Scheme
Multi-step reaction with 2 steps 1: 150 °C 2: aqueous HCl View Scheme

: 2-(2-bromophenyl)-2-oxoacetamide

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: thionyl chloride / 4.5 h / 40 - 64 °C 2.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 3.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 3.2: pH 2 - 2.5 View Scheme

: 88-65-3
2-bromobenzoic-acid

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: thionyl chloride 2.1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 3.1: thionyl chloride / 4.5 h / 40 - 64 °C 4.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 5.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 5.2: pH 2 - 2.5 View Scheme

: 88562-26-9
2-bromobenzoyl cyanide

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 2.1: thionyl chloride / 4.5 h / 40 - 64 °C 3.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 4.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 4.2: pH 2 - 2.5 View Scheme

: 2-(2-iodophenyl)-2-oxoacetamide

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: thionyl chloride / 4.5 h / 40 - 64 °C 2.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 3.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 3.2: pH 2 - 2.5 View Scheme

: 88-67-5
2-Iodobenzoic acid

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: thionyl chloride 2.1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 3.1: thionyl chloride / 4.5 h / 40 - 64 °C 4.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 5.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 5.2: pH 2 - 2.5 View Scheme

: 2-iodobenzoyl cyanide

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 2.1: thionyl chloride / 4.5 h / 40 - 64 °C 3.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 4.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 4.2: pH 2 - 2.5 View Scheme

: 2-(2-chlorophenyl)-2-oxoacetamide

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: thionyl chloride / 4.5 h / 40 - 64 °C 2.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 3.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 3.2: pH 2 - 2.5 View Scheme

: 118-91-2
ortho-chlorobenzoic acid

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: thionyl chloride 2.1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 3.1: thionyl chloride / 4.5 h / 40 - 64 °C 4.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 5.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 5.2: pH 2 - 2.5 View Scheme

: 35022-42-5
2-chlorobenzoyl cyanide

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 2.1: thionyl chloride / 4.5 h / 40 - 64 °C 3.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 4.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 4.2: pH 2 - 2.5 View Scheme

: 34966-49-9
methyl 2-chlorobenzoylformate

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 2.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 2.2: pH 2 - 2.5 View Scheme

: 122394-38-1
(2-bromophenyl)-oxoacetic acid methyl ester

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 2.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 2.2: pH 2 - 2.5 View Scheme

: (2-iodophenyl)-oxoacetic acid methyl ester

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 2.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 2.2: pH 2 - 2.5 View Scheme

: 4498-67-3
1H-Indazole-3-carboxylic acid

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: thionyl chloride / 3 h / Reflux 2: N,N-dimethyl-formamide / 2 h / 60 °C 3: sodium hydroxide / tetrahydrofuran / 18 h / 20 °C View Scheme

: 43120-28-1
methyl 1H-indazole-3-carboxylate

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 2 h / 60 °C 2: sodium hydroxide / tetrahydrofuran / 18 h / 20 °C View Scheme

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 106649-02-9
1-methylindazole-3-carboxylic acid chloride

Conditions

Conditions	Yield
With thionyl chloride	100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 1h;
With thionyl chloride In chloroform Heating;

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 1005500-75-3
N-(methyl)-N-(p-toluenesulfonyl)ethynylamine

: 1-((N,4-dimethylphenyl)sulfonamido)vinyl 1-methyl-1H-indazole-3-carboxylate

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 4h;	99%
In chloroform at 20℃; for 5h;	99%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 695-84-1
2-allylphenol

: 2,3-dihydrobenzofuran-3-yl 1-methyl-1H-indazole-3-carboxylate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide In water; 1,2-dichloro-ethane at 60℃; for 6h;	98%
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide In 1,2-dichloro-ethane at 60℃; for 6h;	93%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 110-83-8
cyclohexene

: 1383677-55-1
cyclohex-2-enyl 1-methyl-1H-indazole-3-carboxylate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide In benzene at 80℃; for 8h;	93%

: 79-37-8
oxalyl dichloride

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: ethyl acetate n-hexane

: 101349-30-8
methyl 4-amino-3-chlorobenzene-1-acetate

: [3-chloro-4-[(1-methyl-3-indazolylcarbonyl)amino]phenyl]acetic acid methyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane; water; N,N-dimethyl-formamide	89%

...Expand

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 90558-67-1
1-methyl-1H-indazole-3-carbohydrazide

Conditions

Conditions	Yield
With hydrazine hydrate; acetic acid Reflux;	89%
Multi-step reaction with 2 steps 1: sulfuric acid / 10 h / Reflux 2: hydrazine hydrate / ethanol / 6 h / Reflux View Scheme

: 67-56-1
methanol

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 109216-60-6
1-Methyl-1H-indazole-3-carboxylic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid for 4h; Reflux;	85%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: C9H9N3O

Conditions

Conditions	Yield
With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 1.5h;	83%
Stage #1: 1-methyl-1H-indazole-3-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 1.5h; Stage #2: With ammonium hydroxide In tetrahydrofuran; water for 0.25h;	83%
Stage #1: 1-methyl-1H-indazole-3-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 1.5h; Stage #2: With ammonium hydroxide In tetrahydrofuran; water for 0.25h;	83%
Stage #1: 1-methyl-1H-indazole-3-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 1.5h; Stage #2: With ammonium hydroxide In tetrahydrofuran; water for 0.25h;	83%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 62-53-3
aniline

: 1-methyl-N-phenyl-1H-indazole-3-carboxamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 100℃; for 10h;	83%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: {2‐azabicyclo[2.1.1]hexan‐1‐yl}methanamine

: N‐({2‐benzyl‐2‐azabicyclo[2.1.1]hexan‐1‐yl}methyl)‐1‐methyl‐1H‐indazole‐3‐carboxamide

Conditions

Conditions	Yield
Stage #1: 1-methyl-1H-indazole-3-carboxylic acid With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.5h; Stage #2: {2‐azabicyclo[2.1.1]hexan‐1‐yl}methanamine In dichloromethane at 20℃; for 1h;	82%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 76272-41-8, 141650-55-7, 76272-56-5
endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine

: 109889-09-0, 124998-65-8
granisetron

Conditions

Conditions	Yield
With 4-(2-(1,3-dioxa-3a1,8,10-triaza-2,3a,14b-triboradibenzo[fg,op]tetracen-2-yl)phenyl)benzo[c]pyrimido[4,5-e][1,2]azaborinin-6(5H)-ol In toluene at 85℃; for 16h; Molecular sieve;	81%
With tris(2,2,2-trifluoroethyl) borate for 72h; Dean-Stark; Reflux;	45%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 372-09-8
cyanoacetic acid

: C12H10N2O2

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; sodium acetate; tetra-(n-butyl)ammonium iodide In tetrahydrofuran; water at 80℃; for 12h;	80%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 1-methyl-1H-indazole-3-carboxylic acid methoxy-methyl-amide

Conditions

Conditions	Yield
With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃;	79%

: 75-91-2
tert.-butylhydroperoxide

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 109216-60-6
1-Methyl-1H-indazole-3-carboxylic acid methyl ester

Conditions

Conditions	Yield
With copper quinolate In water; dimethyl sulfoxide at 120℃; for 24h;	77%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: Pd(κ1-O-OAc)2(H2O)(κ1-C-((2,6-di-iso-propylphenyl)2(C3H2N2))

: (IPr)Pd(1-methyl-1H-indazole-3-carboxylate)(OAc)

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 50℃; for 12h;	77%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 1383813-19-1
6-amino-1,2-benzoxathiine 2,2-dioxide

: N-(2,2-dioxidobenzo[e][1,2]oxathiin-6-yl)-1-methyl-1H-indazole-3-carboxamide

Conditions

Conditions	Yield
Stage #1: 1-methyl-1H-indazole-3-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 6-amino-1,2-benzoxathiine 2,2-dioxide In N,N-dimethyl-formamide at 20℃; for 16h;	76%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 4-((aR)-6-aminospiro[3.3]heptan-2-yl)phthalazin-1-(2H)-one trifluoroacetate

: 1-methyl-N-[(aR)-6-(4-oxo-3,4-dihydrophthalazin-1-yl)spiro[3.3]heptan-2-yl]-1H-indazole-3-carboxamide

Conditions

Conditions	Yield
Stage #1: 1-methyl-1H-indazole-3-carboxylic acid; 4-((aR)-6-aminospiro[3.3]heptan-2-yl)phthalazin-1-(2H)-one trifluoroacetate With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: With HATU In N,N-dimethyl-formamide at 20℃; for 2h;	75%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: [(SIPr)Pd(OAc)2C(H2O)]

: C38H48N4O4Pd

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 50℃; for 12h;	72%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 4-((aS)-6-aminospiro[3.3]heptan-2-yl)phthalazin-1(2H)-one trifluoroacetate

: 1-methyl-N-[(aS)-6-(4-oxo-3,4-dihydrophthalazin-1-yl)spiro[3.3]heptan-2-yl]-1H-indazole-3-carboxamide

Conditions

Conditions	Yield
Stage #1: 1-methyl-1H-indazole-3-carboxylic acid; 4-((aS)-6-aminospiro[3.3]heptan-2-yl)phthalazin-1(2H)-one trifluoroacetate With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: With HATU In N,N-dimethyl-formamide at 20℃; for 2h;	67%

: 441717-78-8
ethyl 2-(4-amino-5-chloro-2-fluorophenyl)acetate

: 79-37-8
oxalyl dichloride

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: ethyl acetate n-hexane

A: [5-chloro-2-fluoro-4-[(1-methyl-3-indazolylcarbonyl)amino]phenyl]acetic acid ethyl ester

B: 441715-63-5
(5-chloro-2-fluoro-4-((1-methyl-3-indazolylcarbonyl)amino)phenyl)acetic acid

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide; benzene	A 63% B n/a

...Expand

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 372-09-8
cyanoacetic acid

: cyanomethyl 1-methyl-1H-indazole-3-carboxylate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; sodium acetate; tetra-(n-butyl)ammonium iodide In tetrahydrofuran; water at 80℃; for 12h;	60%

: 50890-83-0
1-methyl-1H-indazole-3-carboxylic acid

: 1578-96-7
(1-methyl-1H-indazol-3-yl)methanol

Conditions

Conditions	Yield
Stage #1: 1-methyl-1H-indazole-3-carboxylic acid With isobutyl chloroformate In tetrahydrofuran at -18℃; for 0.5h; Stage #2: With sodium tetrahydroborate; water In tetrahydrofuran for 1h;	54.31%

1-Methylindazole-3-carboxylic acid Specification

The IUPAC name of this chemical is 1-methylindazole-3-carboxylic acid. With the CAS registry number 50890-83-0, it is also named as 1H-Indazole-3-carboxylic acid, 1-methyl-. The product's categories are Acids and Derivatives; Heterocycles; Indoles and Derivatives; Pharmacetical; Carboxylic Acids; Benzene Derivates; Organic Acids; Carboxylic Acids; Fused Ring Systems; Building Blocks; Heterocyclic Building Blocks; Indazoles. It is white to light yellow needle crystal which should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.61; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 2.49; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 4; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.653; (11)Molar Refractivity: 47.44 cm³; (12)Molar Volume: 129.5 cm³; (13)Polarizability: 18.81×10^-24 cm³; (14)Surface Tension: 53.1 dyne/cm; (15)Enthalpy of Vaporization: 66.69 kJ/mol; (16)Vapour Pressure: 1.42E-06 mmHg at 25°C; (17)Rotatable Bond Count: 1; (18)Exact Mass: 176.058578; (19)MonoIsotopic Mass: 176.058578; (20)Topological Polar Surface Area: 55.1; (21)Heavy Atom Count: 13; (22)Complexity: 220.

Preparation of 1-Methylindazole-3-carboxylic acid: It can be obtained by 1-methyl-1H-indazole-3-carboxylic acid methyl ester. This reaction needs reagent 1N NaOH and solvent tetrahydrofuran at ambient temperature. The yield is 100%.

Uses of 1-Methylindazole-3-carboxylic acid: It can be used as the intermediate of drug Granisetron. It also can react with 1-benzyl-4-methyl-[1,4]diazepan-6-ylamine to get 1-methyl-1H-indazole-3-carboxylic acid (1-benzyl-4-methyl-[1,4]diazepan-6-yl)-amide. This reaction needs reagent 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride and solvent CH₂Cl₂ at ambient temperature. The reaction time is 5 hours. The yield is 46%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also irritating to eyes, respiratory system and skin. So people should not breathe vapour. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(O)c2nn(c1ccccc12)C
2. InChI:InChI=1/C9H8N2O2/c1-11-7-5-3-2-4-6(7)8(10-11)9(12)13/h2-5H,1H3,(H,12,13)
3. InChIKey:OVVDFORZEGKEJM-UHFFFAOYAK

Product Name

1-Methylindazole-3-carboxylic acid

Synthetic route

1-Methylindazole-3-carboxylic acid Specification

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