HCID 43146715, compound → HCID 20672334, compound

HRID 1386778Notes

Reaction equation

HRID 1386778 reaction equation
[CH:1]([C@@H:3]1[C@@H:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:6][N:5]([C@H:14](C2CCCCC2)[C:15]([O:17]CC2C=CC=CC=2)=[O:16])[CH2:4]1)=O.[CH:31]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH:34]=[CH:33][C:32]=1[CH2:41][CH2:42][CH:43]1[CH2:48][CH2:47][NH:46][CH2:45][CH2:44]1>>[C:32]1([CH2:41][CH2:42][CH:43]2[CH2:44][CH2:45][N:46]([CH2:1][C@@H:3]3[C@@H:7]([C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=4)[CH2:6][N:5]([C@H:14]([CH:8]4[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]4)[C:15]([OH:17])=[O:16])[CH2:4]3)[CH2:47][CH2:48]2)[C:31]2[C:40](=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:35]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 43146715HCID 43146715, compoundHCID 599246172-(R)-(3-(R)-formyl-4-(S)-phenylpyrrolidin-1-yl)-2-(cyclohexyl)acetic acid, benzyl ester

Product 1

HCID 20672334HCID 20672334, compound

Procedure

The title compound was prepared from 2-(R)-(3-(R)-formyl-4-(S)-phenylpyrrolidin-1-yl)-2-(cyclohexyl)acetic acid, benzyl ester (from EXAMPLE 1, Step I) and 4-(2-napthylethyl)piperidine (from EXAMPLE 162, Step C) using procedures analogous to those described in EXAMPLE 1, Steps J and K. For the title compound: 1H NMR (500 MHz, CD3OD) a 1.103.80 (m, 33H), 7.10-7.60 (m, 9H), 7.68 (d, J=7.7, 1H), 7.83 (d, J=8.0, 1H), 7.99 (d, J=8.5, 1H); ESI-MS 539 (M+H); HPLC A: 2.83 min.

Workup

  1. custom2.83 min.

Sources & evidence

ORD record
ord-f31bfc0c93fc4c46aedc8aded400fa49
Source dataset
uspto-grants-2001_07
Patent number
US06265434B1

Reaction notes

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