(1R)-1-(4-Fluoro-3-methoxyphenyl)ethan-1-amine → HCID 69670054, compound

HRID 1627069Notes

Reaction equation

HRID 1627069 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:12][CH2:11][C:10](=O)[CH2:9]2)=[CH:4][C:3]=1[C:14]([F:17])([F:16])[F:15].[F:18][C:19]1[CH:24]=[CH:23][C:22]([C@H:25]([NH2:27])[CH3:26])=[CH:21][C:20]=1[O:28][CH3:29]>>[F:18][C:19]1[CH:24]=[CH:23][C:22]([C@H:25]([NH:27][CH:10]2[CH2:11][CH2:12][C@H:8]([C:5]3[CH:6]=[CH:7][C:2]([OH:1])=[C:3]([C:14]([F:17])([F:16])[F:15])[CH:4]=3)[CH2:9]2)[CH3:26])=[CH:21][C:20]=1[O:28][CH3:29]

Participants

3

Reactant 2

HCID 45072123(1R)-1-(4-Fluoro-3-methoxyphenyl)ethan-1-amineHCID 49834557HCID 49834557, compound

Product 1

HCID 69670054HCID 69670054, compound

Procedure

General procedure A was followed using (S)-3-(4-hydroxy-3-trifluoromethyl-phenyl)-cyclopentanone (Preparation 10) as the ketone and (R)-1-(4-fluoro-3-methoxyphenyl)-ethylamine as the amine. 1H NMR (300 MHz, DMSO) δ 10.22 (bs, 1H), 7.39-7.20 (m, 2H), 7.19-7.04 (m, 2H), 6.96-6.84 (m, 2H), 3.82 (s, 3H), 3.73 (q, 1H), 3.26-2.79 (m, 2H), 2.24-1.27 (m, 7H), 1.23 (d, 3H).

Sources & evidence

ORD record
ord-1850aee1982d4994aaf645669905e5b0
Source dataset
uspto-grants-2014_07
Patent number
US08785494B2

Reaction notes

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