4-Fluorobenzoyl chloride → HCID 10481809, compound

HRID 1349567Notes

Reaction equation

FC1C=CC(C(Cl)=O)=CC=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]([C:45](=[O:48])[CH2:46]C)[CH:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]([C:29]([C:31]3[CH:43]=[CH:42][C:34]([O:35][CH2:36][CH2:37][CH2:38][C:39]([OH:41])=[O:40])=[CH:33][CH:32]=3)=[O:30])[CH:21]([CH3:44])[CH2:20]2)=[CH:14][CH:13]=1>>[C:45]([N:18]([C:15]1[CH:14]=[CH:13][C:12]([Cl:11])=[CH:17][CH:16]=1)[C@H:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[N:22]([C:29]([C:31]2[CH:43]=[CH:42][C:34]([O:35][CH2:36][CH2:37][CH2:38][C:39]([OH:41])=[O:40])=[CH:33][CH:32]=2)=[O:30])[C@@H:21]([CH3:44])[CH2:20]1)(=[O:48])[CH3:46]

Participants

Reactant 2

HCID 678794-Fluorobenzoyl chloride

HCID 21092965HCID 21092965, compound

Product 1

HCID 10481809HCID 10481809, compound

Procedure

(2S,4R)-4-(4-{4-[Acetyl-(4-chloro-phenyl)-amino]-2-methyl-3,4-dihydro-2H-quinoline-1-carbonyl}-phenoxy)-butyric acid was prepared was made following general procedure C, substituting 4-methoxybenzoyl chloride for 4-fluorobenzoyl chloride. Further elaboration to the acid was done following the same procedure as described for (±)-4-(4-{4-[(4-chloro-phenyl)-propionyl-amino]-2-methyl-3,4-dihydro-2H-quinoline-1-carbonyl}-phenoxy)-butyric acid.

Sources & evidence

ORD record: ord-599a60632d844c7d9d54783b0825a3aa
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07211672B2

Reaction notes

Loading…