Sodium Carbonate → HCID 71204691, compound

HRID 712879Notes

Reaction equation

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

Participants

Reactant 3

HCID 10340Sodium Carbonate

HCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzene

HCID 71204726HCID 71204726, compound

Product 1

HCID 71204691HCID 71204691, compound

Procedure

The title compound (D144) (60 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from methyl 4-((S)-1-((R)-pyrrolidine-2-carboxamido)ethyl)benzoate (D103) (50 mg) and and 4-(trifluoromethyl)-benzylbromide (0.056 ml). (Na2CO3; reaction time: 5 hrs; 70° C.).

Sources & evidence

ORD record: ord-a469161a0d9042179cfb4d318d5418a5
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181279B2

Reaction notes

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