N,N-dimethylpiperazine-1-sulfonamide → HCID 46862360, compound

HRID 242505Notes

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.[CH3:33][N:34]([CH3:44])[S:35]([N:38]1[CH2:43]CN[CH2:40][CH2:39]1)(=[O:37])=[O:36]>>[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]([CH3:10])([CH3:9])[CH3:11])[C:6]([N:5]3[CH2:4][CH2:43][N:38]([S:35](=[O:37])(=[O:36])[N:34]([CH3:44])[CH3:33])[CH2:39][CH2:40]3)=[O:32])=[O:14])[N:16]=2)[CH:29]=[CH:28][C:27]=1[F:30]

Participants

Reactant 2

HCID 1094966N,N-dimethylpiperazine-1-sulfonamide

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 46862360HCID 46862360, compound

Procedure

Compound 112 was prepared by the procedure described for the synthesis of compound 104 by replacing 2-cyanoethylamine with N,N-dimethylpiperazine-1-sulfonamide. LCMS (+ESI) m/z=569.4 [M+H]+. 1H NMR (CDCl3) δ 7.92 (d, J=9.6 Hz, 1H), 7.48-7.52 (m, 1H), 7.28-7.32 (m, 1H), 7.19-7.26 (m, 1H), 4.81-4.84 (m, 3H), 3.91-3.98 (m, 3H), 3.81-3.86 (m, 1H), 3.65-3.71 (m, 1H), 3.53-3.60 (m, 1H), 3.29-3.47 (m, 2H), 3.16-3.26 (m, 4H), 2.85 (s, 6H), 1.12 (s, 9H).

Sources & evidence

ORD record: ord-bcc1baaa3b374bda8475f4c80da87da5
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08653127B2

Reaction notes

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