(2,3-Dihydro-1,4-benzodioxin-6-yl)boronic acid → [4-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-phenyl]-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

HRID 1677158Notes

Reaction equation

HRID 1677158 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9](B(O)O)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.Br[C:15]1[CH:20]=[CH:19][C:18]([C:21]([N:23]2[CH2:27][CH2:26][CH2:25][C@H:24]2[CH2:28][N:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)=[O:22])=[CH:17][CH:16]=1>>[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([N:23]4[CH2:27][CH2:26][CH2:25][C@H:24]4[CH2:28][N:29]4[CH2:30][CH2:31][CH2:32][CH2:33]4)=[O:22])=[CH:17][CH:16]=3)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 2776178(2,3-Dihydro-1,4-benzodioxin-6-yl)boronic acidHCID 11965129Pyrrolidine, 1-(4-bromobenzoyl)-2-(1-pyrrolidinylmethyl)-, (2S)-

Product 1

HCID 57980186[4-(2,3-Dihydro-benzo[1,4]dioxin-6-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 2,3-Dihydro-1,4-benzodioxin-6-yl boronic acid and (4-bromo-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone. MS (ES+) 393.2

Sources & evidence

ORD record
ord-f57299b8729c4a65846e5ce876d82bd2
Source dataset
uspto-grants-2011_08
Patent number
US08008301B2

Reaction notes

Loading…