(E)-1-(7-chloro-1-ethyl-1H-pyrrolo[2,3-c]pyridin-3-yl)-3-(dimethylamino)prop-2-en-1-one → 3-(4-(7-Chloro-1-ethyl-1H-pyrrolo[2,3-c]pyridin-3-yl)pyrimidin-2-ylamino)benzenesulfonamide

HRID 1875428Notes

Reaction equation

HRID 1875428 reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[C:10]([C:11](=O)/[CH:12]=[CH:13]/N(C)C)=[CH:9][N:8]([CH2:18][CH3:19])[C:7]=12.Cl.[NH:21]([C:25]1[CH:26]=[C:27]([S:31]([NH2:34])(=[O:33])=[O:32])[CH:28]=[CH:29][CH:30]=1)[C:22]([NH2:24])=[NH:23]>>[Cl:1][C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[C:10]([C:11]3[CH:12]=[CH:13][N:24]=[C:22]([NH:21][C:25]4[CH:26]=[C:27]([S:31]([NH2:34])(=[O:32])=[O:33])[CH:28]=[CH:29][CH:30]=4)[N:23]=3)=[CH:9][N:8]([CH2:18][CH3:19])[C:7]=12

Participants

3

Reactant 2

HCID 86658650(E)-1-(7-chloro-1-ethyl-1H-pyrrolo[2,3-c]pyridin-3-yl)-3-(dimethylamino)prop-2-en-1-oneHCID 178479386HCID 178479386, compound

Product 1

HCID 461950903-(4-(7-Chloro-1-ethyl-1H-pyrrolo[2,3-c]pyridin-3-yl)pyrimidin-2-ylamino)benzenesulfonamide

Procedure

Prepared by treatment of (E)-1-(7-chloro-1-ethyl-1H-pyrrolo[2,3-c]pyridin-3-yl)-3-(dimethylamino)prop-2-en-1-one and 3-guanidinobenzenesulfonamide hydrochloride. 1H-NMR (DMSO-d6) δ: 1.45 (t, 3H, J=7.2 Hz, CH3), 4.48 (t, 2H, J=7.2 Hz, CH2), 7.30 (m, 3H, Pyrimidin-H and NH2), 7.43 (m, 1H, Ar—H or Ph-H), 7.50 (t, 1H, J=7.6 Hz, Ph-H), 7.82 (d, 1H, J=5.6 Hz, Ar—H), 7.89 (m, 1H, Ar—H or Ph-H), 8.07 (m, 1H, Ar—H or Ph-H), 8.45 (d, 1H, J=5.6 Hz, Pyrimidin-H), 8.48 (s, 1H, Ar—H), 8.61 (s, 1H, NH). MS (ESI+) m/z 426.1490 (M+H)+.

Sources & evidence

ORD record
ord-4a33f9822a7c47f886d2e55d0e659cb9
Source dataset
uspto-grants-2012_11
Patent number
US08309550B2

Reaction notes

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