2-Bromo-1-(difluoromethoxy)-4-fluorobenzene → (R)-2-(2-(difluoromethoxy)-5-fluorophenyl)pyrrolidine hydrochloride

Reaction equation

[ClH:1].FC1C=CC(F)=CC=1[N:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1.Br[C:16]1[CH:17]=[C:18]([F:26])[CH:19]=[CH:20][C:21]=1[O:22][CH:23]([F:25])[F:24]>>[ClH:1].[F:24][CH:23]([F:25])[O:22][C:21]1[CH:20]=[CH:19][C:18]([F:26])=[CH:17][C:16]=1[C@H:11]1[CH2:12][CH2:13][CH2:14][NH:10]1

Participants

Reactant 2

HCID 246969172-Bromo-1-(difluoromethoxy)-4-fluorobenzene

HCID 89619145HCID 89619145, compound

Product 1

HCID 89618672(R)-2-(2-(difluoromethoxy)-5-fluorophenyl)pyrrolidine hydrochloride

Procedure

This compound was prepared by the method substantially similar to the preparation of 2,5-difluorophenyl pyrrolidine hydrochloride as mentioned in Example 1 step 5 using 3-bromo-4-(difluoromethoxy)-1-fluorobenzene (J. Med. Chem. 2003, 46, 1016-1030).

Sources & evidence

ORD record: ord-02739c1a462b49b994f153ebab09fd35
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09289419B2

Reaction notes

Loading…