Methyl 4-bromobenzoate → HCID 67386077, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:40]=[CH:39][C:6]([CH2:7][N:8]([CH2:30][C:31]2[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=2)[C:9]2[N:14]=[CH:13][C:12]([C:15]3[C:16]4[CH2:29][CH2:28][NH:27][C:17]=4[N:18]=[C:19]([N:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)[N:20]=3)=[CH:11][N:10]=2)=[CH:5][CH:4]=1.[C:41]([O:45][C:46]([N:48]1[CH2:53][CH2:52][N:51]([C:54]([C:56]2[CH:61]=[CH:60][C:59](Br)=[CH:58][N:57]=2)=[O:55])[CH2:50][CH2:49]1)=[O:47])([CH3:44])([CH3:43])[CH3:42].COC(=O)C1C=CC(Br)=CC=1>>[C:41]([O:45][C:46]([N:48]1[CH2:53][CH2:52][N:51]([C:54]([C:56]2[CH:61]=[CH:60][C:59]([N:27]3[C:17]4[N:18]=[C:19]([N:21]5[CH2:26][CH2:25][O:24][CH2:23][CH2:22]5)[N:20]=[C:15]([C:12]5[CH:11]=[N:10][C:9]([N:8]([CH2:7][C:6]6[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:40][CH:39]=6)[CH2:30][C:31]6[CH:32]=[CH:33][C:34]([O:37][CH3:38])=[CH:35][CH:36]=6)=[N:14][CH:13]=5)[C:16]=4[CH2:29][CH2:28]3)=[CH:58][N:57]=2)=[O:55])[CH2:50][CH2:49]1)=[O:47])([CH3:44])([CH3:42])[CH3:43]Participants
Procedure
From bis-(4-methoxy-benzyl)-[5-(2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)-pyrimidin-2-yl]-amine (100 mg) and 4-(5-bromo-pyridine-2-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester (prepared in the same manner as Step A in Example 1-D-79, 76 mg), instead of 4-bromobenzoic acid methyl ester in Example 1-D-08, in the same manner as Example 1-D-08, a crude product of 4-[5-(4-{2-[bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-pyridine-2-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester was obtained, and then the PMB groups and BOC group were removed according to the above Deprotection method 1, to obtain the desired compound (D-128) as a yellow solid (47 mg, 39%).
Sources & evidence
- ORD record
- ord-4ae8f9a499c24192a4c80037b3b82a2e
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08022205B2
Reaction notes
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