(E)-3-(dimethylamino)-1-(1-propyl-1H-pyrrolo[2,3-c]pyridin-3-yl)prop-2-en-1-one → 3-(4-(1-Propyl-1H-pyrrolo[2,3-c]pyridin-3-yl)pyrimidin-2-ylamino)benzenesulfonamide
Reaction equation
CN(C)/[CH:3]=[CH:4]/[C:5]([C:7]1[C:15]2[C:10](=[CH:11][N:12]=[CH:13][CH:14]=2)[N:9]([CH2:16][CH2:17][CH3:18])[CH:8]=1)=O.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]>>[CH2:16]([N:9]1[C:10]2=[CH:11][N:12]=[CH:13][CH:14]=[C:15]2[C:7]([C:5]2[CH:4]=[CH:3][N:24]=[C:22]([NH:21][C:25]3[CH:26]=[C:27]([S:31]([NH2:34])(=[O:32])=[O:33])[CH:28]=[CH:29][CH:30]=3)[N:23]=2)=[CH:8]1)[CH2:17][CH3:18]Participants
3
Procedure
Prepared by treatment of (E)-3-(dimethylamino)-1-(1-propyl-1H-pyrrolo[2,3-c]pyridin-3-yl)prop-2-en-1-one and 3-guanidinobenzenesulfonamide hydrochloride as described above. 1H-NMR (DMSO-d6) δ: 0.89 (t, 3H, J=7.2 Hz, CH3), 1.91 (m, 2H, CH2), 4.36 (t, 2H, J=7.2 Hz, CH2), 6.56 (s, 2H, NH2), 7.34 (m, 2H, Pyrimidin-H and Ph-H), 7.44 (m, 1H, Ar—H or Ph-H), 7.91 (m, 1H, Ar—H or Ph-H), 8.33 (d, 1H J=5.2 Hz, Ar—H), 8.45 (d, 1H, J=5.6 Hz, Pyrimidin-H), 8.52 (m, 2H, Ar—H or Ph-H), 9.02 (s, 1H, Ar—H or Ph-H), 9.84 (s, 1H, Ar—H or Ph-H). MS (ESI+) m/z 409.1514 (M+H)+.
Sources & evidence
- ORD record
- ord-4752f15501b84267bf17e0aa0a7c4d24
- Source dataset
- uspto-grants-2012_11
- Patent number
- US08309550B2
Reaction notes
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