4-Bromophenyl cyclopropyl ketone → HCID 57980169, compound

HRID 1677197Notes

Reaction equation

HRID 1677197 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:14][CH2:13][CH2:12][C@H:11]2[CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[O:9])=[C:4]([F:21])[CH:3]=1.Br[C:23]1[CH:28]=[CH:27][C:26]([C:29]([CH:31]2[CH2:33][CH2:32]2)=[O:30])=[CH:25][CH:24]=1.B1(B2OC(C)(C)C(C)(C)O2)OC(C)(C)C(C)(C)O1>>[CH:31]1([C:29]([C:26]2[CH:27]=[CH:28][C:23]([C:2]3[CH:7]=[CH:6][C:5]([C:8]([N:10]4[CH2:14][CH2:13][CH2:12][C@H:11]4[CH2:15][N:16]4[CH2:20][CH2:19][CH2:18][CH2:17]4)=[O:9])=[C:4]([F:21])[CH:3]=3)=[CH:24][CH:25]=2)=[O:30])[CH2:32][CH2:33]1

Participants

4

Reactant 3

HCID 813944-Bromophenyl cyclopropyl ketoneHCID 2733548Bis(pinacolato)diboraneHCID 11965125(4-Bromo-2-fluoro-phenyl)-((S)-2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

Product 1

HCID 57980169HCID 57980169, compound

Procedure

The title compound is prepared in a manner substantially analogous to Procedures P′ and FF starting from (4-Bromo-2-fluoro-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-yl)methanone and commercially available (4-Bromo-phenyl)-cyclopropyl-methanone and bis(pinacolato) diboron. MS (M+H) 421.3

Sources & evidence

ORD record
ord-dd5bccd8c19a4020a4aa8d6b55e8b2cc
Source dataset
uspto-grants-2011_08
Patent number
US08008301B2

Reaction notes

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