Hydrochloric Acid → HCID 57094435, compound

HRID 1386677Notes

Reaction equation

HRID 1386677 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]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[Cl:33])[C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)=[O:16])[CH2:4]1)=O.[C:34]1([CH2:40][CH2:41][CH2:42][CH:43]2[CH2:48][CH2:47][NH:46][CH2:45][CH2:44]2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.Cl>>[C:34]1([CH2:40][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:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[CH2:6][N:5]([C@H:14]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[Cl:33])[C:15]([O:17][CH2:18][C:19]4[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=4)=[O:16])[CH2:4]3)[CH2:47][CH2:48]2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 876784-(3-Phenylpropyl)piperidineHCID 131722797HCID 131722797, compound

Product 1

HCID 57094435HCID 57094435, compoundYield 69%

Procedure

The title compound was prepared from 39 mg (0.085 mmol) of 2-(R)-(3-(R)-formyl-4-(S)-phenylpyrrolidin-1-yl)-(2-chlorophenyl)acetic acid, 4-(methoxy)benzyl ester (from EXAMPLE 10, Step D) and 4-(3-phenylpropyl)piperidine.HCl using a procedure analogous to that described in EXAMPLE 1, Step J to provide 38 mg (69%) of the title compound: RF: 0.28 (4:1 v/v hexanes/EtOAc); 1H NMR (300 MHz) δ 1.05-1.23 (m, 5H), 1.47-1.75 (m, 7H), 2.30-2.97 (m, 11H), 4.76 (s, 1H), 5.06 (s, 2H), 6.78-6.83 (m, 2H), 7.13-7.36 (m, 15H), 7.68 (m, 1H).

Sources & evidence

ORD record
ord-ac63a1f6c7114ab6afde3023ef926b16
Source dataset
uspto-grants-2001_07
Patent number
US06265434B1

Reaction notes

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