2,6-Dimethylmorpholine → HCID 59553344, compound

HRID 1641147Notes

Reaction equation

HRID 1641147 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][CH:39]1[O:44][CH:43]([CH3:45])[CH2:42][NH:41][CH2:40]1>>[CH3:45][C@H:43]1[O:44][C@@H:39]([CH3:38])[CH2:40][N:41]([C:21]2[N:20]=[C:19]([O:18][C:11]3[C:12]4[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=4)[C:8]([NH:7][C:5](=[O:6])[C:4]4[CH:29]=[C:30]([N:32]5[CH2:37][CH2:36][O:35][CH2:34][CH2:33]5)[CH:31]=[C:2]([F:1])[CH:3]=4)=[CH:9][CH:10]=3)[CH:24]=[CH:23][N:22]=2)[CH2:42]1

Participants

3

Reactant 2

HCID 1108622,6-DimethylmorpholineHCID 595530953-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide

Product 1

HCID 59553344HCID 59553344, compound

Procedure

Compound is prepared from 3-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide and 2,6-dimethylmorpholine according to conditions described in general procedure C. Mp: 118-120° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.01-1.02 (m, 6 H), 2.39 (t, J=11.7 Hz, 2 H), 3.25-3.30 (m, 4 H), 3.75-3.77 (m, 4H), 4.20 (bs, 2 H), 6.18-6.20 (m, 1 H), 7.02-7.06 (m, 1 H), 7.25-7.27 (m, 1 H), 7.42-7.44 (m, 1 H), 7.49 (s, 1 H), 7.57-7.62 (m, 3 H), 7.82-7.84 (m, 1 H), 8.00 (d, J=8.0 Hz, 1 H), 8.26-8.28 (m, 1 H), 10.47 (s, 1 H).

Sources & evidence

ORD record
ord-6eb21cfff8f943b994b8ab3aafb91d26
Source dataset
uspto-grants-2012_02
Patent number
US08114873B2

Reaction notes

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