Sodium Carbonate → HCID 71204758, compound

HRID 2273100Notes

Reaction equation

HRID 2273100 reaction equation
Cl.[CH3:2][C@:3]1([C:8]([O:10][CH3:11])=[O:9])[CH2:7][CH2:6][CH2:5][NH:4]1.[F:12][C:13]([F:23])([F:22])[C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH2:17]Br.C([O-])([O-])=O.[Na+].[Na+]>>[CH3:2][C@:3]1([C:8]([O:10][CH3:11])=[O:9])[CH2:7][CH2:6][CH2:5][N:4]1[CH2:17][C:16]1[CH:19]=[CH:20][CH:21]=[C:14]([C:13]([F:12])([F:22])[F:23])[CH:15]=1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 1230611-(Bromomethyl)-3-(trifluoromethyl)benzeneHCID 713062052-Methyl-D-proline methyl ester hydrochloride

Product 1

HCID 71204758HCID 71204758, compoundYield 47.3%

Procedure

The title compound (D10) (47 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from (R)-methyl 2-methylpyrrolidine-2-carboxylate hydrochloride (D3) (60 mg, 0.33 mmol) and 3-(Trifluoromethyl)benzyl bromide (0.076 ml, 0.50 mmol). (Na2CO3: 3 eq; Reaction time: 8 hrs; 60° C.).

Sources & evidence

ORD record
ord-aabd669491654a2daad56703414aad3d
Source dataset
uspto-grants-2015_09
Patent number
US09120824B2

Reaction notes

Loading…