Sodium Carbonate → HCID 71186387, compound

HRID 712883Notes

Reaction equation

HRID 712883 reaction equation
[C@H:1]12[CH2:6][C@H:5]1[CH2:4][C@H:3]([C:7]([NH:9][C:10]1([C:13]3[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=3)[CH2:12][CH2:11]1)=[O:8])[NH:2]2.[F:23][C:24]([F:34])([F:33])[C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=1.C([O-])([O-])=O.[Na+].[Na+]>>[F:23][C:24]([F:33])([F:34])[C:25]1[CH:32]=[CH:31][C:28]([CH2:29][N:2]2[C@@H:3]([C:7]([NH:9][C:10]3([C:13]4[CH:14]=[CH:15][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:21][CH:22]=4)[CH2:11][CH2:12]3)=[O:8])[CH2:4][C@H:5]3[C@@H:1]2[CH2:6]3)=[CH:27][CH:26]=1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 71204690HCID 71204690, compound

Product 1

HCID 71186387HCID 71186387, compound

Procedure

The title compound (D148) (100.8 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from methyl 4-(1-((1S,3R,5S)-2-azabicyclo[3.1.0]hexane-3-carboxamido)cyclopropyl)benzoate (diastereoisomer trans) (D105) (71.9 mg) and 4-(trifluoromethyl)-benzylbromide (0.047 ml). (Na2CO3: 3 eq; Reaction time: 18 hrs; 68° C.)

Sources & evidence

ORD record
ord-845ea7a856594bfca928bd17c805fab8
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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