HCID 22458245, compound → HCID 21341098, compound

HRID 2185555Notes

Reaction equation

HRID 2185555 reaction equation
Cl.[F:2][C:3]([F:22])([F:21])[C:4]1[CH:20]=[CH:19][C:7]([CH2:8][NH:9][C:10]([CH2:12][CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)=[O:11])=[CH:6][CH:5]=1.[CH:23]([C@@H:25]1[C@@H:29]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([F:36])[CH:31]=2)[CH2:28][N:27]([C@H:37]([CH:50]2[CH2:55][CH2:54][CH2:53][CH2:52][CH2:51]2)[C:38]([O:40]CC2C=CC(OC)=CC=2)=[O:39])[CH2:26]1)=O>>[F:22][C:3]([F:2])([F:21])[C:4]1[CH:5]=[CH:6][C:7]([CH2:8][NH:9][C:10]([CH2:12][CH:13]2[CH2:18][CH2:17][N:16]([CH2:23][C@@H:25]3[C@@H:29]([C:30]4[CH:35]=[CH:34][CH:33]=[C:32]([F:36])[CH:31]=4)[CH2:28][N:27]([C@H:37]([CH:50]4[CH2:55][CH2:54][CH2:53][CH2:52][CH2:51]4)[C:38]([OH:40])=[O:39])[CH2:26]3)[CH2:15][CH2:14]2)=[O:11])=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 22458245HCID 22458245, compoundHCID 57255963HCID 57255963, compound

Product 1

HCID 21341098HCID 21341098, compoundYield 38%

Procedure

The title compound was prepared from 4-((N-(4-(trifluoromethyl)benzyl)carbamoyl)methyl)-piperidine hydrochloride (34 mg, 0.1 mmol, from Step A) and 2-(R)-(3-(R)-formyl-4-(S)-(3-fluorophenyl)-pyrrolidin-1-yl)-2-(cyclohexyl)acetic acid, 4-(methoxy)benzyl ester (25 mg, 0.06 mmol, Aldehyde 6) according to the method described in Example 1, Step C to give 14 mg (38%) of the title compound. ESI-MS: 618.4 (M+H); HPLC A: 2.30 min.

Sources & evidence

ORD record
ord-fa1687a9bba345689848288cf329e194
Source dataset
uspto-grants-2002_06
Patent number
US06399619B1

Reaction notes

Loading…