(1R,3S)-methyl 3-aminocyclopentanecarboxylate → (1R,3S)-Methyl 3-(2',4'-difluorobiphenyl-4-ylsulfonamido)cyclopentanecarboxylate

HRID 2088349Notes

Reaction equation

HRID 2088349 reaction equation
[NH2:1][C@H:2]1[CH2:6][CH2:5][C@@H:4]([C:7]([O:9][CH3:10])=[O:8])[CH2:3]1.[F:11][C:12]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:13]=1[C:19]1[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1>>[F:11][C:12]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:13]=1[C:19]1[CH:20]=[CH:21][C:22]([S:25]([NH:1][C@H:2]2[CH2:6][CH2:5][C@@H:4]([C:7]([O:9][CH3:10])=[O:8])[CH2:3]2)(=[O:27])=[O:26])=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 10464431(1R,3S)-methyl 3-aminocyclopentanecarboxylateHCID 448910942',4'-Difluoro-biphenyl-4-sulfonyl chloride

Product 1

HCID 68300393(1R,3S)-Methyl 3-(2',4'-difluorobiphenyl-4-ylsulfonamido)cyclopentanecarboxylate

Procedure

Using a method analogous to Method A, using (1R,3S)-methyl 3-aminocyclopentanecarboxylate and 2′,4′-difluorobiphenyl-4-sulphonyl chloride, the title compound was obtained as a pale yellow gum.

Sources & evidence

ORD record
ord-b04020b57a0e41a6990706f0a4ed3cdd
Source dataset
uspto-grants-2013_05
Patent number
US08435968B2

Reaction notes

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