1-Benzyl-1H-indol-5-ylamine → 5-[4-(1-Benzyl-1H-indol-5-ylamino)-6-oxo-6,7-dihydro-pyrrolo[2,3-D]pyrimidin-5-ylidenemethyl]-4-methyl-1H-pyrrole-2-carboxylic acid (2-morpholin-4-YL-ethyl)-amide hydrochloride
Reaction equation
[N:1]1([CH2:7][CH2:8][NH:9][C:10]([C:12]2[NH:13][C:14]([CH:18]=[C:19]3[C:27]4[C:26]([Cl:28])=[N:25][CH:24]=[N:23][C:22]=4[NH:21][C:20]3=[O:29])=[C:15]([CH3:17])[CH:16]=2)=[O:11])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH2:30]([N:37]1[C:45]2[C:40](=[CH:41][C:42]([NH2:46])=[CH:43][CH:44]=2)[CH:39]=[CH:38]1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[ClH:28].[N:1]1([CH2:7][CH2:8][NH:9][C:10]([C:12]2[NH:13][C:14]([CH:18]=[C:19]3[C:27]4[C:26]([NH:46][C:42]5[CH:41]=[C:40]6[C:45](=[CH:44][CH:43]=5)[N:37]([CH2:30][C:31]5[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=5)[CH:38]=[CH:39]6)=[N:25][CH:24]=[N:23][C:22]=4[NH:21][C:20]3=[O:29])=[C:15]([CH3:17])[CH:16]=2)=[O:11])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1Participants
3
Reactant 2
Product 1
Procedure
The title compound (8% yield) was prepared from 5-(4-chloro-6-oxo-6,7-dihydro-pyrrolo[2,3-d]pyrimidin-5-ylidenemethyl)-4-methyl-1H-pyrrole-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amide and 1-benzyl-1H-indol-5-ylamine according to the procedure described for Example 12. 1H NMR (360 MHz, DMSO-d6) δ 13.44 (br s, 1H, NH), 11.79 (br s, 1H, NH), 10.97 (br s, 1H, HCl), 9.28 (br s, 1H), 8.85 (br s, 1H, CONHCH2), 8.25 (s, 1H, H-vinyl), 7.1-7.5 (m, 10H), 6.89 (br s, 1H), 6.43 (s, 1H), 5.40 (s, 2H), 3.96 (m, 2H, CH2), 3.84 (m, 2H, CH2), 3.68 (m, 2H, CH2), 3.52 (m, 2H, CH2), 3.29 (m, 2H, CH2), 3.12 (m, 2H, CH2), 2.53 (s, 3H, CH3).
Sources & evidence
- ORD record
- ord-ddeb33ef88434da1a569a70bfa482dbf
- Source dataset
- uspto-grants-2005_06
- Patent number
- US06908930B2
Reaction notes
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