1-(Thiazol-2-yl)piperazine → HCID 46862248, compound

HRID 242503Notes

Reaction equation

C(C[CH2:4][NH:5][C:6](=[O:32])[C@@H:7]([NH:12][C:13]([N:15]1[C:19]2[CH2:20][CH2:21][O:22][CH2:23][C:18]=2[C:17]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[C:26]([F:31])[CH:25]=2)=[N:16]1)=[O:14])[C:8]([CH3:11])([CH3:10])[CH3:9])#N.[N:33]1([C:39]2[S:40][CH:41]=[CH:42][N:43]=2)[CH2:38]CN[CH2:35][CH2:34]1>>[F:31][C:26]1[CH:25]=[C:24]([C:17]2[C:18]3[CH2:23][O:22][CH2:21][CH2:20][C:19]=3[N:15]([C:13]([NH:12][C@@H:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[C:6](=[O:32])[N:5]3[CH2:4][CH2:38][N:33]([C:39]4[S:40][CH:41]=[CH:42][N:43]=4)[CH2:34][CH2:35]3)=[O:14])[N:16]=2)[CH:29]=[CH:28][C:27]=1[F:30]

Participants

Reactant 2

HCID 9118061-(Thiazol-2-yl)piperazine

HCID 46862252(S)-N-(1-(2-cyanoethylamino)-3,3-dimethyl-1-oxobutan-2-yl)-3-(3,4-difluorophenyl)-6,7-dihydropyrano[4,3-c]pyrazole-1(4H)-carboxamide

Product 1

HCID 46862248HCID 46862248, compound

Procedure

Compound 108 was prepared by the procedure described for the synthesis of compound 104 by replacing 2-cyanoethylamine with 2-(piperazin-1-yl)thiazole. LCMS (+ESI) m/z=545.3 [M+H]+. 1H NMR (CDCl3) δ 7.93 (d, J=9.6 Hz, 1H), 7.48-7.52 (m, 1H), 7.30-7.32 (m, 1H), 7.19-7.26 (m, 2H), 6.63 (d, J=3.7 Hz, 1H), 4.87 (d, J=9.6 Hz, 1H), 4.82 (s, 2H), 3.87-3.98 (m, 4H), 3.64-3.81 (m, 3H), 3.45-3.58 (m, 3H), 3.18 (br, 2H), 1.11 (s, 9H).

Sources & evidence

ORD record: ord-ed51f6f8257949be9ba9fe135eb41797
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08653127B2

Reaction notes

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