2-[4-Fluoro-2-(trifluoromethyl)phenyl]acetic acid → {(7R)-7-[{[4-fluoro-2-(trifluoromethyl)phenyl]acetyl}(methyl)amino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl}acetic acid

HRID 476238Notes

Reaction equation

HRID 476238 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[C:4]([C:12]([F:15])([F:14])[F:13])[CH:3]=1.[CH3:16][NH:17][C@H:18]1[CH2:37][N:22]2[C:23]3[C:28]([C:29]([CH2:30][C:31]([O:33]CCC)=[O:32])=[C:21]2[CH2:20][CH2:19]1)=[CH:27][CH:26]=[CH:25][CH:24]=3>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([N:17]([CH3:16])[C@H:18]2[CH2:37][N:22]3[C:23]4[C:28]([C:29]([CH2:30][C:31]([OH:33])=[O:32])=[C:21]3[CH2:20][CH2:19]2)=[CH:27][CH:26]=[CH:25][CH:24]=4)=[O:11])=[C:4]([C:12]([F:15])([F:14])[F:13])[CH:3]=1

Participants

3

Reactant 2

HCID 27375922-[4-Fluoro-2-(trifluoromethyl)phenyl]acetic acidHCID 86655417propyl [(7R)-7-(methylamino)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate

Product 1

HCID 54586607{(7R)-7-[{[4-fluoro-2-(trifluoromethyl)phenyl]acetyl}(methyl)amino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl}acetic acid

Procedure

The title compound was prepared using analogous procedures described in Example 1 (Method A) from [4-fluoro-2-(trifluoromethyl)phenyl]acetic acid and propyl [(7R)-7-(methylamino)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate. MS (+ESI) m/z: 463.

Sources & evidence

ORD record
ord-dce6025a6fc847ba8da2f0d971415159
Source dataset
uspto-grants-2014_01
Patent number
US08637671B2

Reaction notes

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