1-methyl-1H-pyrazol-4-amine → 5-amino-N-(1-methyl-1H-pyrazol-4-yl)thiazole-4-carboxamide

Reaction equation

[CH3:1][N:2]1[CH:6]=[C:5]([NH2:7])[CH:4]=[N:3]1.C(OC([NH:15][C:16]1[S:20][CH:19]=[N:18][C:17]=1[C:21](O)=[O:22])=O)(C)(C)C>>[NH2:15][C:16]1[S:20][CH:19]=[N:18][C:17]=1[C:21]([NH:7][C:5]1[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=1)=[O:22]

Participants

Reactant 2

HCID 47709901-methyl-1H-pyrazol-4-amine

HCID 581822035-(Boc-amino)-thiazole-4-carboxylic acid

Product 1

HCID 674382945-amino-N-(1-methyl-1H-pyrazol-4-yl)thiazole-4-carboxamideYield 32%

Procedure

Following the procedures as described in Example 113, 1-methyl-1H-pyrazol-4-amine, 5-(tert-butoxycarbonylamino)thiazole-4-carboxylic acid were reacted to give 5-amino-N-(1-methyl-1H-pyrazol-4-yl)thiazole-4-carboxamide as a white solid (13 mg, 32%) over two steps. ESIMS m/z=336.1 (M+1)

Workup

customwere reacted

Sources & evidence

ORD record: ord-cfd4c25651ee4987988cea1b8034fdb2
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08614206B2

Reaction notes

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