6-Bromoisoquinolin-1-amine supplier

Name
6-BROMOISOQUINOLIN-1-YLAMINE
EINECS
CAS No. 215453-26-2
Article Data11
CAS DataBase
Density 1.649 g/cm³
Solubility
Melting Point
Formula C₉H₇BrN₂
Boiling Point 380.697 °C at 760 mmHg
Molecular Weight 223.072
Flash Point 184.039 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-Amino-6-bromoisoquinoline;
PSA 38.91000
LogP 3.16070

Synthetic route

: 205055-63-6
6-bromo-1-chloroisoquinoline

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

Conditions

Conditions	Yield
With ammonium hydroxide In 1-methyl-pyrrolidin-2-one; water at 150℃; for 10h; Solvent; Inert atmosphere;	95%
With acetamide; potassium carbonate at 180℃; for 5h;	65%
With acetamide; potassium carbonate In ethyl acetate	65%

: 215453-25-1
6-Bromo-1-phenoxyisoquinoline

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

Conditions

Conditions	Yield
With ammonium acetate	72%
With ammonium acetate at 160℃;

: 82827-09-6
6-bromo-2H-isoquinoline-1-one

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 62 percent / POCl3 / 4 h / 100 °C 2: 65 percent / acetamide; K2CO3 / 5 h / 180 °C View Scheme
Multi-step reaction with 2 steps 1: trichlorophosphate / 4 h / 100 °C 2: acetamide; potassium carbonate / 5 h / 180 °C View Scheme

: 6-bromo-1-hydroxyisoquinoline

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 62 percent / POCl3 / 4 h / 100 °C 2: 65 percent / acetamide; K2CO3 / 5 h / 180 °C View Scheme

: 34784-05-9
6-bromo-isoquinoline

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) mCPBA, 2.) HCl / 2.) MeOH 2: 73 percent / POCl3 3: 99 percent / KOH 4: 72 percent / ammonium acetate View Scheme

: 6-bromo-2-hydroxy-isoquinolinium; chloride

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 73 percent / POCl3 2: 99 percent / KOH 3: 72 percent / ammonium acetate View Scheme

: 93-97-0
benzoic acid anhydride

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 215453-27-3
N-(6-bromo-1-isoquinolinyl)benzamide

Conditions

Conditions	Yield
With pyridine	94%
With pyridine at 125℃; for 1h;

: 145100-50-1
1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)-sulfonyl)methanesulfonamide

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 6-bromo-1-N'-monotrifluoromethanesulfonamidoisoquinoline

Conditions

Conditions	Yield
In acetonitrile at 60℃; Inert atmosphere;	90%

: 557-21-1
zinc(II) cyanide

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 1-amino-isoquinoline-6-carbonitrile

Conditions

Conditions	Yield
Stage #1: (6-bromoisoquinolin-1-yl)amine With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide for 0.166667h; Inert atmosphere; Stage #2: zinc(II) cyanide In N,N-dimethyl-formamide at 120℃; for 1h; Microwave irradiation; Inert atmosphere;	77%

: 24424-99-5
di-tert-butyl dicarbonate

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 911305-48-1
(6-bromoisoquinolin-1-yl)biscarbamic acid di-tert-butyl ester

Conditions

Conditions	Yield
With dmap; triethylamine In acetonitrile at 20℃; for 2h;	71%
With dmap; triethylamine In acetonitrile at 20℃; for 2h;	71%
With dmap; triethylamine In tetrahydrofuran at 25℃; for 15h; Temperature;	3 g

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 6-bromo-4-chloroisoquinolin-1-amine

Conditions

Conditions	Yield
With N-chloro-succinimide In chloroform at 60℃; for 24h;	69%

: 1-(2,2-dibromovinyl)-4-(trifluoromethoxy)benzene

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 8-bromo-3-[4-(trifluoromethoxy)phenyl]imidazo[2,1-a]isoquinoline

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 16h;	58%

: 824-94-2
p-methoxybenzyl chloride

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 1426082-50-9
(6-bromo-isoquinolin-1-yl)-bis-(4-methoxy-benzyl)-amine

Conditions

Conditions	Yield
Stage #1: (6-bromoisoquinolin-1-yl)amine With sodium hydride In N,N-dimethyl-formamide; mineral oil for 0.166667h; Stage #2: p-methoxybenzyl chloride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1.5h;	44%

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 74-88-4
methyl iodide

A: C11H11BrN2

B: 6-bromo-N-methylisoquinoline-1-amine

Conditions

Conditions	Yield
Stage #1: (6-bromoisoquinolin-1-yl)amine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 25℃; for 1.5h;	A 14% B 38%

...Expand

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 1066-54-2
trimethylsilylacetylene

: 6-ethynylisoquinolin-1-amine

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In acetonitrile at 65℃; for 2h; Inert atmosphere;	30%

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 73852-17-2
2,6-dichlorophenylboronic acid

: 6-(2,6-dichlorophenyl)isoquinolin-1-amine

Conditions

Conditions	Yield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane; water at 110℃; Microwave irradiation; Inert atmosphere; Sealed tube;	5.2%

: 24424-99-5
di-tert-butyl dicarbonate

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 552331-12-1
(6-bromo-isoquinolin-1-yl)-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With dmap; triethylamine In acetonitrile

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 6-{5-[2-amino-3-(1H-indol-3-yl)-propoxy]-pyridin-3-yl}-isoquinolin-1-ylamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: DMAP; Et3N / acetonitrile 2: Pd2(dba)3; P(o-tol)3 / dimethylformamide 3: CF3COOH / CH2Cl2 View Scheme
Multi-step reaction with 3 steps 1: 71 percent / 4-(dimethylamino)pyridine; triethylamine / acetonitrile / 2 h / 20 °C 2: tri-o-tolylphosphine; triethylamine / Pd2(dba)2 / dimethylformamide / 4 h / 110 °C 3: trifluoroacetic acid / CH2Cl2 / 3 h / 20 °C View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: (6-{5-[2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propoxy]-pyridin-3-yl}-isoquinolin-1-yl)-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: DMAP; Et3N / acetonitrile 2: Pd2(dba)3; P(o-tol)3 / dimethylformamide View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: C40H47N5O7

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 71 percent / 4-(dimethylamino)pyridine; triethylamine / acetonitrile / 2 h / 20 °C 2: tri-o-tolylphosphine; triethylamine / Pd2(dba)2 / dimethylformamide / 4 h / 110 °C View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 223770-00-1
rac-6-(1-aminoisoquinolinyl)alanine

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 94 percent / pyridine 2: 1.) n-BuLi / 1.) THF 3: 99 percent / NaBH4 / methanol; tetrahydrofuran 4: Et3N / CH2Cl2 5: LiCl / tetrahydrofuran 6: EtONa / dioxane; ethanol 7: 99 percent / AcOH, aq. HCl / 100 °C View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 215453-28-4
N-(6-formyl-1-isoquinolinyl)benzamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / pyridine 2: 1.) n-BuLi / 1.) THF View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: N-(6-chloromethyl-isoquinolin-1-yl)-benzamide

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 94 percent / pyridine 2: 1.) n-BuLi / 1.) THF 3: 99 percent / NaBH4 / methanol; tetrahydrofuran 4: Et3N / CH2Cl2 5: LiCl / tetrahydrofuran View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 215453-29-5
N-[6-(hydroxymethyl)-1-isoquinolinyl]benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 94 percent / pyridine 2: 1.) n-BuLi / 1.) THF 3: 99 percent / NaBH4 / methanol; tetrahydrofuran View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: methanesulfonic acid 1-benzoylamino-isoquinolin-6-ylmethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 94 percent / pyridine 2: 1.) n-BuLi / 1.) THF 3: 99 percent / NaBH4 / methanol; tetrahydrofuran 4: Et3N / CH2Cl2 View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 223770-01-2
3-(1-amino-isoquinolin-6-yl)-2-tert-butoxycarbonylamino-propionic acid

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 94 percent / pyridine 2: 1.) n-BuLi / 1.) THF 3: 99 percent / NaBH4 / methanol; tetrahydrofuran 4: Et3N / CH2Cl2 5: LiCl / tetrahydrofuran 6: EtONa / dioxane; ethanol 7: 99 percent / AcOH, aq. HCl / 100 °C 8: 69 percent / Et3N / methanol View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 2-amino-3-(1-amino-isoquinolin-6-yl)-1-piperidin-1-yl-propan-1-one

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1: 94 percent / pyridine 2: 1.) n-BuLi / 1.) THF 3: 99 percent / NaBH4 / methanol; tetrahydrofuran 4: Et3N / CH2Cl2 5: LiCl / tetrahydrofuran 6: EtONa / dioxane; ethanol 7: 99 percent / AcOH, aq. HCl / 100 °C 8: 69 percent / Et3N / methanol 9: 88 percent / TBTU / dimethylformamide 10: TFA / CH2Cl2 View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 215453-42-2
1,1-Dimethylethyl 1-[(1-amino-6-isoquinolinyl)methyl]-2-oxo-2-(1-piperidinyl)ethyl-carbamate

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1: 94 percent / pyridine 2: 1.) n-BuLi / 1.) THF 3: 99 percent / NaBH4 / methanol; tetrahydrofuran 4: Et3N / CH2Cl2 5: LiCl / tetrahydrofuran 6: EtONa / dioxane; ethanol 7: 99 percent / AcOH, aq. HCl / 100 °C 8: 69 percent / Et3N / methanol 9: 88 percent / TBTU / dimethylformamide View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: C18H24N6O2

Conditions

Conditions	Yield
Multi-step reaction with 12 steps 1: 94 percent / pyridine 2: 1.) n-BuLi / 1.) THF 3: 99 percent / NaBH4 / methanol; tetrahydrofuran 4: Et3N / CH2Cl2 5: LiCl / tetrahydrofuran 6: EtONa / dioxane; ethanol 7: 99 percent / AcOH, aq. HCl / 100 °C 8: 69 percent / Et3N / methanol 9: 88 percent / TBTU / dimethylformamide 10: TFA / CH2Cl2 11: 88 percent / N,N-diisopropylethylamine / dimethylformamide 12: TFA, thioanisole View Scheme

Yield

Multi-step reaction with 12 steps
1: 94 percent / pyridine
2: 1.) n-BuLi / 1.) THF
3: 99 percent / NaBH4 / methanol; tetrahydrofuran
4: Et3N / CH2Cl2
5: LiCl / tetrahydrofuran
6: EtONa / dioxane; ethanol
7: 99 percent / AcOH, aq. HCl / 100 °C
8: 69 percent / Et3N / methanol
9: 88 percent / TBTU / dimethylformamide
10: TFA / CH2Cl2
11: 88 percent / N,N-diisopropylethylamine / dimethylformamide
12: TFA, thioanisole
View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 223770-02-3
C23H32N6O4

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1: 94 percent / pyridine 2: 1.) n-BuLi / 1.) THF 3: 99 percent / NaBH4 / methanol; tetrahydrofuran 4: Et3N / CH2Cl2 5: LiCl / tetrahydrofuran 6: EtONa / dioxane; ethanol 7: 99 percent / AcOH, aq. HCl / 100 °C 8: 69 percent / Et3N / methanol 9: 88 percent / TBTU / dimethylformamide 10: TFA / CH2Cl2 11: 88 percent / N,N-diisopropylethylamine / dimethylformamide View Scheme

Yield

Multi-step reaction with 11 steps
1: 94 percent / pyridine
2: 1.) n-BuLi / 1.) THF
3: 99 percent / NaBH4 / methanol; tetrahydrofuran
4: Et3N / CH2Cl2
5: LiCl / tetrahydrofuran
6: EtONa / dioxane; ethanol
7: 99 percent / AcOH, aq. HCl / 100 °C
8: 69 percent / Et3N / methanol
9: 88 percent / TBTU / dimethylformamide
10: TFA / CH2Cl2
11: 88 percent / N,N-diisopropylethylamine / dimethylformamide
View Scheme

: 215453-26-2
(6-bromoisoquinolin-1-yl)amine

: 215453-30-8
[[-(benzoylamino)-6-isoquinolinyl]methyl][[(1,1-dimethylethoxy)carbonyl]amino]propane-dioic acid diethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 94 percent / pyridine 2: 1.) n-BuLi / 1.) THF 3: 99 percent / NaBH4 / methanol; tetrahydrofuran 4: Et3N / CH2Cl2 5: LiCl / tetrahydrofuran 6: EtONa / dioxane; ethanol View Scheme

6-Bromoisoquinolin-1-amine Specification

The 6-Bromoisoquinolin-1-amine with the CAS number 215453-26-2 is also called 1-Isoquinolinamine,6-bromo-. Its molecular formula is C₉H₇BrN₂. This chemical belongs to the following product categories: (1)chiral chemicals; (2)Building Blocks; (3)Isoquinoline.

The properties of the chemical are: (1)ACD/LogP: 2.47; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 2; (6)ACD/BCF (pH 7.4): 33; (7)ACD/KOC (pH 5.5): 21; (8)ACD/KOC (pH 7.4): 396; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 38.91 Å²; (13)Index of Refraction: 1.732; (14)Molar Refractivity: 54.113 cm³; (15)Molar Volume: 135.238 cm³; (16)Polarizability: 21.452×10^-24cm³; (17)Surface Tension: 63.382 dyne/cm; (18)Enthalpy of Vaporization: 62.888 kJ/mol; (19)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc2c(ccnc2N)cc1Br
(2)InChI: InChI=1/C9H7BrN2/c10-7-1-2-8-6(5-7)3-4-12-9(8)11/h1-5H,(H2,11,12)
(3)InChIKey: PZNNAAGLKCNZKE-UHFFFAOYAA

Product Name

6-BROMOISOQUINOLIN-1-YLAMINE

Synthetic route

6-Bromoisoquinolin-1-amine Specification

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