2-Methoxyethylamine → 3-Fluoro-N-[4-({2-[(2-methoxyethyl)amino]pyrimidin-4-yl}oxy)-1-naphthyl]-5-morpholin-4-ylbenzamide
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([N:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)[CH:31]=1)[C:5]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21](S(C)(=O)=O)[N:20]=2)=[CH:10][CH:9]=1)=[O:6].[CH3:38][O:39][CH2:40][CH2:41][NH2:42]>>[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([N:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)[CH:31]=1)[C:5]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21]([NH:42][CH2:41][CH2:40][O:39][CH3:38])[N:20]=2)=[CH:10][CH:9]=1)=[O:6]Participants
3
Procedure
Compound is prepared from 3-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide and 2-methoxyethylamine according to conditions described in general procedure C. Mp: 95-97° C.; 1H NMR (400 MHz, CDCl3) δ 3.25 (t, J=4.7 Hz, 4H), 3.29 (s, 3 H), 3.43 (bs, 4 H), 3.87 (t, J=4.7 Hz, 4 H), 5.32 (s, 1 H), 6.10 (s, 1 H), 6.77 (d, J=12.3 Hz, 1 H), 7.07 (d, J=7.8 Hz, 1 H), 7.28-7.32 (m, 2 H), 7.50-7.59 (m, 2 H), 7.89-7.98 (m, 3 H), 8.13 (s, 2 H).
Sources & evidence
- ORD record
- ord-005f03312a564e61b224f31ddc9947f4
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08114873B2
Reaction notes
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