Piperidin-4-ol → HCID 59553391, compound

HRID 1171302Notes

Reaction equation

HRID 1171302 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].[NH:38]1[CH2:43][CH2:42][CH:41]([OH:44])[CH2:40][CH2:39]1>>[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:38]3[CH2:43][CH2:42][CH:41]([OH:44])[CH2:40][CH2:39]3)[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 piperidin-4-ol according to conditions described in general procedure C. Mp: 106-108° C.; 1H NMR (400 MHz, CDCl3) δ 1.37-1.46 (m, 2 H), 1.81-1.85 (m, 2 H), 3.13-3.20 (m, 2 H), 3.24 (t, J=4.4 Hz, 4 H), 3.83-3.92 (m, 5 H), 4.20 (d, J=12.4 Hz, 1 H), 5.98 (d, J=5.6 Hz, 1 H), 6.76 (d, J=11.6 Hz, 1 H), 7.07 (d, J=8.0 Hz, 1 H), 7.30 (d, J=8.0 Hz, 1 H), 7.49-7.58 (m, 3 H), 7.88-7.93 (m, 2 H), 7.99 (d, J=8.4 Hz, 1 H), 8.16 (d, J=5.2 Hz, 1 H), 8.21 (s, 1 H).

Sources & evidence

ORD record
ord-31e294243be441e5ac1144d0ccf8f4df
Source dataset
uspto-grants-2010_11
Patent number
US07829560B2

Reaction notes

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