Carbonate Ion → 3-[2-(trifluoromethyl)-4'-(methylthio)benzhydryloxy]-N-(tert-butyl)-azetidine-1-carboxamide

HRID 1785672Notes

Reaction equation

HRID 1785672 reaction equation
Cl.[F:2][C:3]([F:25])([F:24])[C:4]1[CH:23]=[CH:22][CH:21]=[CH:20][C:5]=1[CH:6]([O:15][CH:16]1[CH2:19][NH:18][CH2:17]1)[C:7]1[CH:12]=[CH:11][C:10]([S:13][CH3:14])=[CH:9][CH:8]=1.[C:26]([N:30]=[C:31]=[O:32])([CH3:29])([CH3:28])[CH3:27].C(=O)([O-])[O-]>>[F:25][C:3]([F:2])([F:24])[C:4]1[CH:23]=[CH:22][CH:21]=[CH:20][C:5]=1[CH:6]([O:15][CH:16]1[CH2:19][N:18]([C:31]([NH:30][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:32])[CH2:17]1)[C:7]1[CH:12]=[CH:11][C:10]([S:13][CH3:14])=[CH:9][CH:8]=1

Participants

4

Reactant 3

HCID 19660Carbonate IonHCID 62412tert-Butyl isocyanateHCID 689042363-[2-Trifluoromethyl-4'-(methylthio)benzhydryloxy]azetidine hydrochloride

Product 1

HCID 112018153-[2-(trifluoromethyl)-4'-(methylthio)benzhydryloxy]-N-(tert-butyl)-azetidine-1-carboxamide

Procedure

This material was prepared from 3-[2-trifluoromethyl-4′-(methylthio)benzhydryloxy]azetidine hydrochloride (118) (1.28 mmol), tert-butyl isocyanate (1.28 mmol) and mp-carbonate (2.62 mmol/g, 3.85 mmol) using the procedure described for compound (10) (433 mg, 75%).

Sources & evidence

ORD record
ord-ec99783b1061463da6c8fc80e83e44c7
Source dataset
uspto-grants-2009_03
Patent number
US07504522B2

Reaction notes

Loading…