2-Bromo-4-(difluoromethoxy)-1-fluorobenzene → (R)-2-(5-(difluoromethoxy)-2-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:21]=[C:20]([O:22][CH:23]([F:25])[F:24])[CH:19]=[CH:18][C:17]=1[F:26]>>[ClH:1].[F:24][CH:23]([F:25])[O:22][C:20]1[CH:19]=[CH:18][C:17]([F:26])=[C:16]([C@H:11]2[CH2:12][CH2:13][CH2:14][NH:10]2)[CH:21]=1

Participants

Reactant 2

HCID 716693352-Bromo-4-(difluoromethoxy)-1-fluorobenzene

HCID 89619145HCID 89619145, compound

Product 1

HCID 89618593(R)-2-(5-(difluoromethoxy)-2-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 2-bromo-4-(difluoromethoxy)-1-fluorobenzene (J. Med. Chem. 2003, 46, 1016-1030).

Sources & evidence

ORD record: ord-1673deced6834a52b1b2628a836cf876
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09045479B2

Reaction notes

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