tert-Butyl 4-(3-aminopyridin-4-yl)piperazine-1-carboxylate → HCID 69812248, compound

HRID 2088431Notes

Reaction equation

HRID 2088431 reaction equation
C(OC([NH:8][C:9]1[S:13][C:12]([C:14]2[C:19]([F:20])=[CH:18][CH:17]=[CH:16][C:15]=2[F:21])=[N:11][C:10]=1[C:22]([OH:24])=O)=O)(C)(C)C.[NH2:25][C:26]1[CH:27]=[N:28][CH:29]=[CH:30][C:31]=1[N:32]1[CH2:37][CH2:36][N:35](C(OC(C)(C)C)=O)[CH2:34][CH2:33]1>>[NH2:8][C:9]1[S:13][C:12]([C:14]2[C:15]([F:21])=[CH:16][CH:17]=[CH:18][C:19]=2[F:20])=[N:11][C:10]=1[C:22]([NH:25][C:26]1[CH:27]=[N:28][CH:29]=[CH:30][C:31]=1[N:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1)=[O:24]

Participants

3

Reactant 2

HCID 43462405tert-Butyl 4-(3-aminopyridin-4-yl)piperazine-1-carboxylateHCID 674381985-((Tert-butoxycarbonyl)amino)-2-(2,6-difluorophenyl)thiazole-4-carboxylic acid

Product 1

HCID 69812248HCID 69812248, compoundYield 25%

Procedure

Followed the procedure as described in EXAMPLE 1, starting with 5-(tert-butoxycarbonylamino)-2-(2,6-difluorophenyl)thiazole-4-carboxylic acid and tert-butyl 4-(3-aminopyridin-4-yl)piperazine-1-carboxylate. Obtained the desired product as a white solid (27.0 mg, 25%). prepared 1H NMR (400 MHz, DMSO) δ 9.29 (d, J=11.1, 1H), 8.86 (s, 1H), 8.31 (d, J=5.6, 1H), 7.71 (s, 2H), 7.64-7.52 (m, 1H), 7.30 (t, J=8.8, 3H), 3.26 (s, 8H). ESIMS m/z=417.4 (M+1).

Sources & evidence

ORD record
ord-c20c356bdfc04d5a8c401fc71fbcfd5c
Source dataset
uspto-grants-2013_05
Patent number
US08435976B2

Reaction notes

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