Thiazolo[4,5-b]pyridin-2-amine supplier

Name
Thiazolo[4,5-b]pyridin-2-amine
EINECS
CAS No. 13575-41-2
Article Data3
CAS DataBase
Density 1.485
Solubility
Melting Point 118.1 °C
Formula C6H5N3S
Boiling Point 329℃
Molecular Weight 151.192
Flash Point 153℃
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms MD-0359;
PSA 80.77000
LogP 1.20360

Synthetic route

: 14294-11-2
2-pyridylthiourea

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

Conditions

Conditions	Yield
With bromine In chloroform Heating;	57%

: 504-29-0
2-aminopyridine

: 333-20-0
potassium thioacyanate

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

Conditions

Conditions	Yield
With bromine; acetic acid

: 504-29-0
2-aminopyridine

methyl halide: methyl halide

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 64 percent / aq. HCl / 6 h / Heating 2: 57 percent / Br2 / CHCl3 / Heating View Scheme

: 13534-99-1
2-Amino-3-bromopyridine

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetone / 14 h / 60 °C 2: sodium hydroxide; water / methanol / 2 h / 70 °C 3: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.14 h / 90 °C View Scheme

: C13H10BrN3OS

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide; water / methanol / 2 h / 70 °C 2: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.14 h / 90 °C View Scheme

: 1-(3-bromopyridin-2-yl)thiourea

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 90℃; for 0.14h;	8.6 g

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

: 1-{([1,3]thiazolo[4,5-b]pyridin-2-yldiazenyl)oxy}-pyrrolidine-2,5-dione

Conditions

Conditions	Yield
Stage #1: [1,3]thiazolo[4,5-b]pyridin-2-amine With hydrogenchloride; sodium nitrite at 0 - 5℃; Stage #2: 1-hydroxy-pyrrolidine-2,5-dione With sodium hydroxide at 0 - 5℃; pH=8 - 10;	55%

: 524-38-9
N-hydroxyphthalimide

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

: 2-{([1,3]thiazolo[4,5-b]pyridin-2-yldiazenyl)oxy}-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
Stage #1: [1,3]thiazolo[4,5-b]pyridin-2-amine With hydrogenchloride; sodium nitrite at 0 - 5℃; Stage #2: N-hydroxyphthalimide With sodium hydroxide at 0 - 5℃; pH=8 - 10;	52%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

: 1-{[1,3]thiazolo[4,5-b]pyridin-2-yloxy}pyrrolidine-2,5-dione

Conditions

Conditions	Yield
Stage #1: [1,3]thiazolo[4,5-b]pyridin-2-amine With hydrogenchloride; sodium nitrite at 0 - 5℃; Stage #2: 1-hydroxy-pyrrolidine-2,5-dione With sodium hydroxide at 0 - 5℃; pH=10 - 12;	51%

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

: 273-98-3
thiazolo(4,5-b)pyridine

Conditions

Conditions	Yield
With isopentyl nitrite In tetrahydrofuran at 65℃; for 4h;	46.6%

: 524-38-9
N-hydroxyphthalimide

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

: 2-{[1,3]thiazolo[4,5-b]pyridin-2-yloxy}-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
Stage #1: [1,3]thiazolo[4,5-b]pyridin-2-amine With hydrogenchloride; sodium nitrite at 0 - 5℃; Stage #2: N-hydroxyphthalimide With sodium hydroxide at 0 - 5℃; pH=10 - 12;	42%

: C35H42N4O4

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

: 1430846-28-8
3-(5-methyl-1-tricyclo[3.3.1.13,7]decan-1-ylmethyl-1H-pyrazol-4-yl)-6-[8-(thiazolo[4,5-b]pyridin-2-ylcarbamoyl)-3,4-dihydro-1H-isoquinolin-2-yl]-pyridine-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;

: 74124-79-1
di(succinimido) carbonate

: tert-butyl 3-{1-[(3-{[13-(tert-butoxycarbonyl)-2,2,7,7-tetramethyl-10,10-dioxido-3,3-diphenyl-4,9-dioxa-10λ6-thia-13-aza-3-silapentadecan-15-yl]oxy}-5,7-dimethyltricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}-6-(1,2,3,4-tetrahydroquinolin-7-yl)pyridine-2-carboxylate

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

: C74H96N8O10S2Si

Conditions

Conditions	Yield
Stage #1: di(succinimido) carbonate; [1,3]thiazolo[4,5-b]pyridin-2-amine In acetonitrile for 1h; Stage #2: tert-butyl 3-{1-[(3-{[13-(tert-butoxycarbonyl)-2,2,7,7-tetramethyl-10,10-dioxido-3,3-diphenyl-4,9-dioxa-10λ6-thia-13-aza-3-silapentadecan-15-yl]oxy}-5,7-dimethyltricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}-6-(1,2,3,4-tetrahydroquinolin-7-yl)pyridine-2-carboxylate In acetonitrile
Stage #1: di(succinimido) carbonate; [1,3]thiazolo[4,5-b]pyridin-2-amine In acetonitrile at 20℃; for 1h; Stage #2: tert-butyl 3-{1-[(3-{[13-(tert-butoxycarbonyl)-2,2,7,7-tetramethyl-10,10-dioxido-3,3-diphenyl-4,9-dioxa-10λ6-thia-13-aza-3-silapentadecan-15-yl]oxy}-5,7-dimethyltricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}-6-(1,2,3,4-tetrahydroquinolin-7-yl)pyridine-2-carboxylate In acetonitrile

Yield

Stage #1: di(succinimido) carbonate; [1,3]thiazolo[4,5-b]pyridin-2-amine In acetonitrile for 1h;
Stage #2: tert-butyl 3-{1-[(3-{[13-(tert-butoxycarbonyl)-2,2,7,7-tetramethyl-10,10-dioxido-3,3-diphenyl-4,9-dioxa-10λ6-thia-13-aza-3-silapentadecan-15-yl]oxy}-5,7-dimethyltricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}-6-(1,2,3,4-tetrahydroquinolin-7-yl)pyridine-2-carboxylate In acetonitrile

Stage #1: di(succinimido) carbonate; [1,3]thiazolo[4,5-b]pyridin-2-amine In acetonitrile at 20℃; for 1h;
Stage #2: tert-butyl 3-{1-[(3-{[13-(tert-butoxycarbonyl)-2,2,7,7-tetramethyl-10,10-dioxido-3,3-diphenyl-4,9-dioxa-10λ6-thia-13-aza-3-silapentadecan-15-yl]oxy}-5,7-dimethyltricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}-6-(1,2,3,4-tetrahydroquinolin-7-yl)pyridine-2-carboxylate In acetonitrile

...Expand

: 7-[6-(tert-butoxycarbonyl)-5-{1-[(3-{[13-(tert-butoxycarbonyl)-2,2,7,7-tetramethyl-10,10-dioxido-3,3-diphenyl-4,9-dioxa-10 6-thia-13-aza-3-silapentadecan-15-yl]oxy}-5,7-dimethyltricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}pyridin-2-yl]naphthalene-1-carboxylic acid

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

: C75H93N7O10S2Si

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane

: 74124-79-1
di(succinimido) carbonate

: tert-butyl 3-{1-[(3-{[13-(tert-butoxycarbonyl)-2,2,7,7-tetramethyl-10,10-dioxido-3,3-diphenyl-4,9-dioxa-10λ6-thia-13-aza-3-silapentadecan-15-yl]oxy}-5,7-dimethyltricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}-6-(1,2,3,4-tetrahydroquinolin-7-yl)pyridine-2-carboxylate

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

: 3-{1-[(3,5-dimethyl-7-{2-[(2-sulfoethyl)amino]ethoxy}tricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}-6-[1-([1,3]thiazolo[4,5-b]pyridin-2-ylcarbamoyl)-1,2,3,4-tetrahydroquinolin-7-yl]pyridine-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: di(succinimido) carbonate; [1,3]thiazolo[4,5-b]pyridin-2-amine In acetonitrile for 1h; Stage #2: tert-butyl 3-{1-[(3-{[13-(tert-butoxycarbonyl)-2,2,7,7-tetramethyl-10,10-dioxido-3,3-diphenyl-4,9-dioxa-10λ6-thia-13-aza-3-silapentadecan-15-yl]oxy}-5,7-dimethyltricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}-6-(1,2,3,4-tetrahydroquinolin-7-yl)pyridine-2-carboxylate In acetonitrile Stage #3: With trifluoroacetic acid

Yield

...Expand

: 7-[6-(tert-butoxycarbonyl)-5-{1-[(3-{[13-(tert-butoxycarbonyl)-2,2,7,7-tetramethyl-10,10-dioxido-3,3-diphenyl-4,9-dioxa-10 6-thia-13-aza-3-silapentadecan-15-yl]oxy}-5,7-dimethyltricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}pyridin-2-yl]naphthalene-1-carboxylic acid

: 13575-41-2
[1,3]thiazolo[4,5-b]pyridin-2-amine

: 3-{1-[(3,5-dimethyl-7-{2-[(2-sulfoethyl)amino]ethoxy}tricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}-6-[8-([1,3]thiazolo[4,5-b]pyridin-2-ylcarbamoyl)naphthalen-2-yl]pyridine-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 7-[6-(tert-butoxycarbonyl)-5-{1-[(3-{[13-(tert-butoxycarbonyl)-2,2,7,7-tetramethyl-10,10-dioxido-3,3-diphenyl-4,9-dioxa-10 6-thia-13-aza-3-silapentadecan-15-yl]oxy}-5,7-dimethyltricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}pyridin-2-yl]naphthalene-1-carboxylic acid; [1,3]thiazolo[4,5-b]pyridin-2-amine With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Stage #2: With trifluoroacetic acid In dichloromethane

Yield

Stage #1: 7-[6-(tert-butoxycarbonyl)-5-{1-[(3-{[13-(tert-butoxycarbonyl)-2,2,7,7-tetramethyl-10,10-dioxido-3,3-diphenyl-4,9-dioxa-10 6-thia-13-aza-3-silapentadecan-15-yl]oxy}-5,7-dimethyltricyclo[3.3.1.13'7]dec-1-yl)methyl]-5-methyl-1H-pyrazol-4-yl}pyridin-2-yl]naphthalene-1-carboxylic acid; [1,3]thiazolo[4,5-b]pyridin-2-amine With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane
Stage #2: With trifluoroacetic acid In dichloromethane

Thiazolo[4,5-b]pyridin-2-amine Specification

The Thiazolo[4,5-b]pyridin-2-amine, with the CAS registry number 13575-41-2, is also known as 2-Aminothiazolo[4,5-b]pyridine.It belongs to the product Pyridines. This chemical's molecular formula is C₆H₅N₃S and molecular weight is 151.19. What's more, Its systematic name is Thiazolo[4,5-b]pyridin-2-amine.Physical properties about Thiazolo[4,5-b]pyridin-2-amine are:(1)Density: 1.485; (2)Melting point: 239-242 ℃; (3)Boiling point: 329 ℃; (4)Flash point: 153℃.

Product Name

Thiazolo[4,5-b]pyridin-2-amine

Synthetic route

Thiazolo[4,5-b]pyridin-2-amine Specification

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