Ammonia → HCID 66552469, compound

HRID 1615870Notes

Reaction equation

HRID 1615870 reaction equation
CS([C:5]1[S:6][C:7]2[C:12]([N:13]=1)=[CH:11][CH:10]=[C:9]([C:14]1[CH:15]=[C:16]([CH:22]=[CH:23][CH:24]=1)[C:17]([O:19][CH2:20][CH3:21])=[O:18])[N:8]=2)(=O)=O.[NH3:25].CC(O)C>>[NH2:25][C:5]1[S:6][C:7]2[C:12]([N:13]=1)=[CH:11][CH:10]=[C:9]([C:14]1[CH:15]=[C:16]([CH:22]=[CH:23][CH:24]=1)[C:17]([O:19][CH2:20][CH3:21])=[O:18])[N:8]=2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 3776IsopropanolHCID 66552418HCID 66552418, compound

Product 1

HCID 66552469HCID 66552469, compoundYield 91%

Conditions

Temperature
90 °C

Procedure

Ethyl 3-(2-(methylsulfonyl)thiazolo[5,4-b]pyridin-5-yl)benzoate (3.6 g, 9.91 mmol) was added to a 2N ammonia solution in IPA (24.8 mL, 49.57 mmol). The reaction mixture was heated at 90° C. and stirred for 30 h. The solvent was removed with in vacuo to give 2.7 g (91%, crude yield) ethyl 3-(2-aminothiazolo[5,4-b]pyridin-5-yl)benzoate as a yellow solid.

Workup

  1. customThe solvent was removed with in vacuo

Sources & evidence

ORD record
ord-8b4a4c7bf9bd4a31978565d3ed803bef
Source dataset
uspto-grants-2014_07
Patent number
US08765747B2

Reaction notes

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