(2H-1,3-benzodioxol-5-yl)boronic acid → (4-Benzo[1,3]dioxol-5-yl-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

HRID 1867814Notes

Reaction equation

HRID 1867814 reaction equation
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][C:3]=2[O:2]1.Br[C:14]1[CH:19]=[CH:18][C:17]([C:20]([N:22]2[CH2:26][CH2:25][CH2:24][C@H:23]2[CH2:27][N:28]2[CH2:32][CH2:31][CH2:30][CH2:29]2)=[O:21])=[CH:16][CH:15]=1>>[O:9]1[C:8]2[CH:7]=[CH:6][C:5]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([N:22]4[CH2:26][CH2:25][CH2:24][C@H:23]4[CH2:27][N:28]4[CH2:29][CH2:30][CH2:31][CH2:32]4)=[O:21])=[CH:16][CH:15]=3)=[CH:4][C:3]=2[O:2][CH2:1]1

Participants

3

Reactant 2

HCID 2734371(2H-1,3-benzodioxol-5-yl)boronic acidHCID 11965129Pyrrolidine, 1-(4-bromobenzoyl)-2-(1-pyrrolidinylmethyl)-, (2S)-

Product 1

HCID 57980164(4-Benzo[1,3]dioxol-5-yl-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

Procedure

The title compound is prepared in a manner substantially analogous to Procedure SS starting from 3,4-Methylenedioxybenzene boronic acid and (4-bromo-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone. MS (ES+) 379.4

Sources & evidence

ORD record
ord-5ff1921e88bb4a21b92683612a907728
Source dataset
uspto-grants-2009_12
Patent number
US07632857B2

Reaction notes

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