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3-(N-Acetyl-N-methylamino)pyrrolidine → N-methyl-N-(1-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)pyrrolidin-3-yl)acetamide

HRID 1945866
Notes
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Reaction equation

HRID 1945866 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.[CH3:29][N:30]([CH:34]1[CH2:38][CH2:37][NH:36][CH2:35]1)[C:31](=[O:33])[CH3:32]>>[CH3:29][N:30]([CH:34]1[CH2:38][CH2:37][N:36]([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)[CH2:35]1)[C:31](=[O:33])[CH3:32]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 130411303-(N-Acetyl-N-methylamino)pyrrolidineHCID 596058124-(8-(bromomethyl)-9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-9H-purin-6-yl)morpholine

Product 1

HCID 59605585N-methyl-N-(1-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)pyrrolidin-3-yl)acetamide

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-methyl-N-(pyrrolidin-3-yl)acetamide via General Procedure E to give 25.5 mg of 298 following reverse phase purification. MS (Q1) 504.2 (M)+

Workup

  • customto give
  • custom25.5 mg of 298 following reverse phase purification
  • Sources & evidence

    ORD record
    ord-af8c6f78339d4963a374275de8384893
    Source dataset
    uspto-grants-2013_03
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08394796B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes