(6-Methoxypyridin-3-yl)boronic acid → [4-(6-Methoxy-pyridin-3-yl)-phenyl]-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

HRID 1677156Notes

Reaction equation

HRID 1677156 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](B(O)O)=[CH:5][N:4]=1.Br[C:13]1[CH:18]=[CH:17][C:16]([C:19]([N:21]2[CH2:25][CH2:24][CH2:23][C@H:22]2[CH2:26][N:27]2[CH2:31][CH2:30][CH2:29][CH2:28]2)=[O:20])=[CH:15][CH:14]=1>>[CH3:1][O:2][C:3]1[N:4]=[CH:5][C:6]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([N:21]3[CH2:25][CH2:24][CH2:23][C@H:22]3[CH2:26][N:27]3[CH2:28][CH2:29][CH2:30][CH2:31]3)=[O:20])=[CH:15][CH:14]=2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 2734368(6-Methoxypyridin-3-yl)boronic acidHCID 11965129Pyrrolidine, 1-(4-bromobenzoyl)-2-(1-pyrrolidinylmethyl)-, (2S)-

Product 1

HCID 57980121[4-(6-Methoxy-pyridin-3-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-Methoxy-5-pyridine boronic acid and (4-bromo-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone. MS (ES+) 366.4

Sources & evidence

ORD record
ord-43c2f835672e4ce4baf4763591125279
Source dataset
uspto-grants-2011_08
Patent number
US08008301B2

Reaction notes

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