2-(Methylamino)ethanol → HCID 59553450, compound

HRID 1171296Notes

Reaction equation

HRID 1171296 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][NH:39][CH2:40][CH2:41][OH: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]([N:39]([CH2:40][CH2:41][OH:42])[CH3:38])[N:20]=2)=[CH:10][CH:9]=1)=[O:6]

Participants

3

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 595530953-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide

Product 1

HCID 59553450HCID 59553450, compound

Procedure

Compound is prepared from 3-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide and 2-methylaminoethanol according to conditions described in general procedure C. Mp: 100-102° C.; 1H NMR (400 MHz, DMSO-d6) δ 2.77-3.52 (m, 4 H), 3.26 (s, 4 H), 3.76 (m, 4 H), 4.62 (m, 1 H), 6.19-6.22 (m, 1 H), 7.02-7.05 (m, 1 H), 7.26 (d, J=8.4 Hz, 1 H), 7.41 (d, J=8.0 Hz, 1 H), 7.50 (s, 1 H), 7.56-7.63 (m, 3 H), 7.85 (d, J=7.6 Hz, 1 H), 8.00 (d, J=7.6 Hz, 1 H), 8.25 (d, J=5.4 Hz, 1 H), 10.47 (s, 1 H).

Sources & evidence

ORD record
ord-ae1732ff1a444a02841b877100833324
Source dataset
uspto-grants-2010_11
Patent number
US07829560B2

Reaction notes

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