Hydrazine hydrate (1:1) → HCID 178433742, compound

HRID 2282183Notes

Reaction equation

HRID 2282183 reaction equation
[C:1]([C:5]1[N:6]=[C:7]([C:13]2[C:14]([CH3:22])=[N:15][N:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=23)[S:8][C:9]=1[C:10]([NH2:12])=O)([CH3:4])([CH3:3])[CH3:2].COC(OC)[N:26]([CH3:28])C.O.[NH2:32]N>C(O)(=O)C>[C:1]([C:5]1[N:6]=[C:7]([C:13]2[C:14]([CH3:22])=[N:15][N:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=23)[S:8][C:9]=1[C:10]1[NH:26][CH:28]=[N:32][N:12]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 78373Dimethylformamide dimethyl acetalHCID 66857406HCID 66857406, compound

Product 1

HCID 178433742HCID 178433742, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Using 4-tert-butyl-2-(2-methylpyrazolo[1,5-a]pyridin-3-yl)-1,3-thiazole-5-carboxamide (230 mg, 0.73 mmol), N,N-dimethylformamide dimethyl acetal (25 mL), acetic acid (25 mL) and hydrazine monohydrate (0.5 mL) as starting materials and in the same manner as in Example 13(vi), the title compound (210 mg, 85%) was obtained as a brown solid.

Sources & evidence

ORD record
ord-c00b8536a1354e95ab4c464d88cef507
Source dataset
uspto-grants-2015_09
Patent number
US09139589B2

Reaction notes

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