Morpholine → 4-[2-Methyl-4-(6-morpholin-4-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid tert-butyl ester
Reaction equation
[C:1]([O:5][C:6](=[O:33])[C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([NH:20][C:21]3[C:22]4[CH:30]=[C:29](F)[N:28]=[CH:27][C:23]=4[N:24]=[CH:25][N:26]=3)=[CH:16][C:15]=2[CH3:32])=[CH:9][CH:8]=1)([CH3:4])([CH3:3])[CH3:2].[NH:34]1[CH2:39][CH2:38][O:37][CH2:36][CH2:35]1.CC1C=C(NC2C3C=C(N4CCOCC4)N=CC=3N=CN=2)C=CC=1OC1CCNCC1>>[C:1]([O:5][C:6](=[O:33])[C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([NH:20][C:21]3[C:22]4[CH:30]=[C:29]([N:34]5[CH2:39][CH2:38][O:37][CH2:36][CH2:35]5)[N:28]=[CH:27][C:23]=4[N:24]=[CH:25][N:26]=3)=[CH:16][C:15]=2[CH3:32])=[CH:9][CH:8]=1)([CH3:4])([CH3:3])[CH3:2]Participants
4
Reactant 3
Product 1
Procedure
The title compound was prepared from 4-[4-(6-Fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-benzoic acid tert-butyl ester and morpholine by a procedure analogous to the synthesis of [3-Methyl-4-(piperidin-4-yloxy)-phenyl]-(6-morpholin-4-yl-pyrido[3,4-d]pyrimidin-4-yl)-amine. LRMS: 498.4 (MH+). 1H NMR (DMSO-d6, 400 MHz): δ 9.74 (s, 1H), δ 8.87 (s, 1H), δ 8.45 (s, 1H), δ 7.89-7.92 (m, 2H), δ 7.80-δ 7.83 (m, 2H), δ 7.55 (s, 1H), δ 7.12 (d, J=9.64, 1H), δ 6.95-6.98 (m, 2H), δ 3.80-3.83 (m, 4H), δ 3.58-δ 3.61 (m, 4H), δ 2.17 (s, 3H), δ 1.54 (s, 9H).
Sources & evidence
- ORD record
- ord-5ac0a4221e184057acb1cc1056e3dd92
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07585869B2
Reaction notes
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