2-(Bromomethyl)-5-(trifluoromethyl)furan → HCID 86657061, compound

HRID 237279Notes

Reaction equation

HRID 237279 reaction equation
C(OC([N:8]1[CH2:11][CH:10]([O:12][C:13]2[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[CH:15][C:14]=2[OH:23])[CH2:9]1)=O)(C)(C)C.Br[CH2:25][C:26]1[O:27][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:29][CH:30]=1>>[F:22][C:19]([F:20])([F:21])[C:17]1[CH:16]=[CH:15][C:14]([O:23][CH2:25][C:26]2[O:27][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:29][CH:30]=2)=[C:13]([CH:18]=1)[O:12][CH:10]1[CH2:9][NH:8][CH2:11]1

Participants

3

Reactant 2

HCID 27946052-(Bromomethyl)-5-(trifluoromethyl)furanHCID 67347408HCID 67347408, compound

Product 1

HCID 86657061HCID 86657061, compound

Procedure

Prepared according to Example 1 using 3-(2-hydroxy-5-trifluoromethyl-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester and 2-bromomethyl-5-trifluoromethyl-furan. MS (ESI): mass calcd. for C16H13F6N3O3, 381.1; m/z found, 382.0 [M+H]+. 1H NMR (CDCl3): 7.21 (dd, J=8.4, 1.2 Hz, 1H), 7.03 (d, J=8.4 Hz, 1H), 6.83 (d, J=2.0 Hz, 1H), 6.79-6.78 (m, 1H), 6.51 (d, J=3.1 Hz, 1H), 5.13 (s, 2H), 5.05-4.99 (m, 1H), 3.94-3.87 (m, 4H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-e3fd6952d73e4015a46d0984ff2e0655
Source dataset
uspto-grants-2014_02
Patent number
US08642583B2

Reaction notes

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