1-Aminocyclopentanemethanol → HCID 59553120, compound

HRID 1641143Notes

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].[NH2:38][C:39]1([CH2:44][OH:45])[CH2:43][CH2:42][CH2:41][CH2:40]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]([NH:38][C:39]3([CH2:44][OH:45])[CH2:43][CH2:42][CH2:41][CH2:40]3)[N:20]=2)=[CH:10][CH:9]=1)=[O:6]

Participants

Reactant 2

HCID 663071-Aminocyclopentanemethanol

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

Product 1

HCID 59553120HCID 59553120, compound

Procedure

Compound is prepared from 3-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide and (1-amino-cyclopentyl)-methanol according to conditions described in general procedure C. Mp: 115-117° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.16-1.50 (m, 8H), 3.00-3.34 (m, 2H), 3.27 (m, 4H), 3.77 (m, 4H), 6.30 (d, J=5.5 Hz, 1 H), 6.65 (s, 1 H), 7.05 (d, J=12.1 Hz, 1 H), 7.27 (d, J=8.8 Hz, 1H), 7.39 (d, J=8.0 Hz, 1H), 7.49 (s, 1H), 7.56-7.61 (m, 3H), 7.82 (d, J=6.6 Hz, 1 H), 8.00 (d, J=8.4 Hz, 1 H), 8.20 (d, J=5.5 Hz, 1 H), 10.46 (s, 1 H).

Sources & evidence

ORD record: ord-d10fe41740b7411f855dcccec7bae26d
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08114873B2

Reaction notes

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