Tert-Butylamine → N-tert-Butyl-4-[2-methyl-4-(6-morpholin-4-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzamide
Reaction equation
[CH3:1][C:2]1[CH:17]=[C:16]([NH:18][C:19]2[C:20]3[CH:28]=[C:27]([N:29]4[CH2:34][CH2:33][O:32][CH2:31][CH2:30]4)[N:26]=[CH:25][C:21]=3[N:22]=[CH:23][N:24]=2)[CH:15]=[CH:14][C:3]=1[O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][CH:6]=1.[C:35]([NH2:39])([CH3:38])([CH3:37])[CH3:36].C(NC(=O)C1C=CC=C(OC2C=CC(NC3C4C=C(N5CCCC5)N=CC=4N=CN=3)=CC=2C)C=1)(C)(C)C>>[C:35]([NH:39][C:9](=[O:10])[C:8]1[CH:7]=[CH:6][C:5]([O:4][C:3]2[CH:14]=[CH:15][C:16]([NH:18][C:19]3[C:20]4[CH:28]=[C:27]([N:29]5[CH2:30][CH2:31][O:32][CH2:33][CH2:34]5)[N:26]=[CH:25][C:21]=4[N:22]=[CH:23][N:24]=3)=[CH:17][C:2]=2[CH3:1])=[CH:13][CH:12]=1)([CH3:38])([CH3:37])[CH3:36]Participants
4
Reactant 3
Product 1
Procedure
The title compound was prepared from 4-[2-Methyl-4-(6-morpholin-4-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzoic acid and tert-butyl amine by a procedure analogous to the synthesis of N-tert-Butyl-3-[2-methyl-4-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-benzamide. LRMS: 513.4 (MH+); 1H NMR (DMSO-d6, 400 MHz): δ 9.77 (s, 1H), δ 8.83 (s, 1H), δ 8.42 (s, 1H), δ 7.72-7.78 (m, 4H), δ 7.63 (s, 1H), δ 7.51 (s, 1H), δ 7.03 (d, J=9.14, 1H), δ 6.87 (d, J=8.72, 2H), δ 3.75-3.77 (m, 4H), δ 3.54-3.56 (m, 4H), δ 2.14 (s, 3H), δ 1.33 (s, 9H).
Sources & evidence
- ORD record
- ord-07d2cc0386c842b7aa11aef5a89fae38
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07585869B2
Reaction notes
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