2-Bromo-1-methyl-1H-imidazole → [4-(1-Methyl-1H-imidazol-2-yl)-phenyl]-[2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-methanone

HRID 646446Notes

Reaction equation

HRID 646446 reaction equation
[CH3:1][C@@H:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C@@H:8]1[CH2:12][CH2:11][CH2:10][N:9]1[C:13]([C:15]1[CH:20]=[CH:19][C:18](B2OC(C)(C)C(C)(C)O2)=[CH:17][CH:16]=1)=[O:14].Br[C:31]1[N:32]([CH3:36])[CH:33]=[CH:34][N:35]=1>>[CH3:36][N:32]1[CH:33]=[CH:34][N:35]=[C:31]1[C:18]1[CH:19]=[CH:20][C:15]([C:13]([N:9]2[CH2:10][CH2:11][CH2:12][C@H:8]2[CH2:7][N:3]2[CH2:4][CH2:5][CH2:6][C@H:2]2[CH3:1])=[O:14])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 27732622-Bromo-1-methyl-1H-imidazoleHCID 57980025[2-(S)-(2-(R)-Methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone

Product 1

HCID 59264668[4-(1-Methyl-1H-imidazol-2-yl)-phenyl]-[2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-methanoneYield 11%

Procedure

The title compound is prepared in a manner substantially analogous to General Procedure A using [2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone (439 mg, 1.1 mmol) and 2-Bromo-1-methyl-1H-imidazole (CAS 16681-59-7) (161 mg, 1.0 mmol) to give 39 mg (11% yield). MS (ES+) 353.2 (M+H)+

Workup

  1. customto give 39 mg (11% yield)

Sources & evidence

ORD record
ord-c2b4016ba2cc4303b84090f3e7a050bd
Source dataset
uspto-grants-2010_04
Patent number
US07705025B2

Reaction notes

Loading…