3-Hydroxypiperidine → HCID 59553126, compound

HRID 1171307Notes

Reaction equation

HRID 1171307 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][CH2:41][CH:40]([OH:44])[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][CH2:41][CH:40]([OH:44])[CH2:39]3)[N:20]=2)=[CH:10][CH:9]=1)=[O:6]

Participants

3

Reactant 2

HCID 232933-HydroxypiperidineHCID 595530953-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide

Product 1

HCID 59553126HCID 59553126, compound

Procedure

Compound is prepared from 3-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide and piperidin-3-ol according to conditions described in general procedure C. Mp: 180-181° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.26-1.31 (m, 2 H), 1.54 (s, 2 H), 1.81-1.83 (m, 2 H), 2.70-2.82 (m, 2 H), 3.27 (t, J=4.4 Hz, 4 H), 3.36 (s, 2 H), 3.77 (t, J=4.8 Hz, 4 H), 4.22 (bs, 1 H), 4.82 (s, 1 H), 6.16 (d, J=5.1Hz, 1 H), 7.03-7.06 (m, 1 H), 7.26 (d, J=8.4 Hz, 1 H), 7.43 (d, J=8.0 Hz, 1 H), 7.50 (s, 1 H), 7.55-7.63 (m, 3 H), 7.84-7.87 (m, 1 H), 7.99-8.01 (m, 1 H), 8.25 (d, J=5.8 Hz, 1 H), 10.49 (s, 1 H).

Sources & evidence

ORD record
ord-c299793027f040cca8022bf0402190aa
Source dataset
uspto-grants-2010_11
Patent number
US07829560B2

Reaction notes

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