3-(Diethylamino)pyrrolidine → N,N-diethyl-1-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)pyrrolidin-3-amine

HRID 1945864Notes

Reaction equation

HRID 1945864 reaction equation
Br[CH2:2][C:3]1[N:4]([CH3:28])[C:5]2[C:10]([N:11]=1)=[C:9]([N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)[N:8]=[C:7]([N:18]1[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[N:20]=[C:19]1[CH3:27])[N:6]=2.[CH2:29]([N:31]([CH2:37][CH3:38])[CH:32]1[CH2:36][CH2:35][NH:34][CH2:33]1)[CH3:30]>>[CH2:29]([N:31]([CH2:37][CH3:38])[CH:32]1[CH2:36][CH2:35][N:34]([CH2:2][C:3]2[N:4]([CH3:28])[C:5]3[C:10]([N:11]=2)=[C:9]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[N:8]=[C:7]([N:18]2[C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=4[N:20]=[C:19]2[CH3:27])[N:6]=3)[CH2:33]1)[CH3:30]

Participants

3

Reactant 2

HCID 199619953-(Diethylamino)pyrrolidineHCID 596058124-(8-(bromomethyl)-9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-9H-purin-6-yl)morpholine

Product 1

HCID 59605376N,N-diethyl-1-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)pyrrolidin-3-amine

Procedure

4-(8-(Bromomethyl)-9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-9H-purin-6-yl)morpholine (50 mg) was reacted with N,N-diethylpyrrolidin-3-amine via General Procedure E to give 27.8 mg of 296 following reverse phase purification. MS (Q1) 504.3 (M)+

Workup

  1. customto give
  2. custom27.8 mg of 296 following reverse phase purification

Sources & evidence

ORD record
ord-b7e718c3d9344cb9bca6367ee59e6f6c
Source dataset
uspto-grants-2013_03
Patent number
US08394796B2

Reaction notes

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