4-(4-Fluorophenyl)oxane-4-carboxylic acid → (R)-2-(7-(4-(4-fluorophenyl)-N-methyltetrahydro-2H-pyran-4-carboxamido)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)acetic acid

HRID 476278Notes

Reaction equation

HRID 476278 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:14]([OH:16])=O)[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH3:17][NH:18][C@H:19]1[CH2:38][N:23]2[C:24]3[C:29]([C:30]([CH2:31][C:32]([O:34]CCC)=[O:33])=[C:22]2[CH2:21][CH2:20]1)=[CH:28][CH:27]=[CH:26][CH:25]=3>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:14]([N:18]([CH3:17])[C@H:19]3[CH2:38][N:23]4[C:24]5[C:29]([C:30]([CH2:31][C:32]([OH:34])=[O:33])=[C:22]4[CH2:21][CH2:20]3)=[CH:28][CH:27]=[CH:26][CH:25]=5)=[O:16])[CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 64842294-(4-Fluorophenyl)oxane-4-carboxylic acidHCID 86655417propyl [(7R)-7-(methylamino)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate

Product 1

HCID 54582729(R)-2-(7-(4-(4-fluorophenyl)-N-methyltetrahydro-2H-pyran-4-carboxamido)-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-(4-fluorophenyl)tetrahydro-2H-pyran-4-carboxylic acid and propyl [(7R)-7-(methylamino)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate. MS (+ESI) m/z: 465.

Sources & evidence

ORD record
ord-606be5f51fae48c0b48c032d2727c0e9
Source dataset
uspto-grants-2014_01
Patent number
US08637671B2

Reaction notes

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