N-(4-bromo-2-fluorophenyl)methanesulfonamide → N-[3-Fluoro-4'-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-biphenyl-4-yl]-methanesulfonamide

HRID 1677151Notes

Reaction equation

HRID 1677151 reaction equation
[N:1]1([CH2:6][C@@H:7]2[CH2:11][CH2:10][CH2:9][N:8]2[C:12]([C:14]2[CH:19]=[CH:18][C:17](B3OC(C)(C)C(C)(C)O3)=[CH:16][CH:15]=2)=[O:13])[CH2:5][CH2:4][CH2:3][CH2:2]1.Br[C:30]1[CH:35]=[CH:34][C:33]([NH:36][S:37]([CH3:40])(=[O:39])=[O:38])=[C:32]([F:41])[CH:31]=1>>[F:41][C:32]1[CH:31]=[C:30]([C:17]2[CH:16]=[CH:15][C:14]([C:12]([N:8]3[CH2:9][CH2:10][CH2:11][C@H:7]3[CH2:6][N:1]3[CH2:2][CH2:3][CH2:4][CH2:5]3)=[O:13])=[CH:19][CH:18]=2)[CH:35]=[CH:34][C:33]=1[NH:36][S:37]([CH3:40])(=[O:39])=[O:38]

Participants

3

Reactant 2

HCID 956286N-(4-bromo-2-fluorophenyl)methanesulfonamideHCID 57980137HCID 57980137, compound

Product 1

HCID 57980109N-[3-Fluoro-4'-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-biphenyl-4-yl]-methanesulfonamide

Procedure

The title compound is prepared starting with (2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone and N-(4-Bromo-2-fluoro-phenyl)-methanesulfonamide following a procedure significantly analogous to Procedure FF. MS (m/e): 446.2 (M+1)

Sources & evidence

ORD record
ord-87540b067eab4428bec82a89acd3a62e
Source dataset
uspto-grants-2011_08
Patent number
US08008301B2

Reaction notes

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