N-(Tetrahydrofurfuryl)-N-methylamine → N-methyl-1-(9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)-N-((tetrahydrofuran-2-yl)methyl)methanamine

HRID 1923040Notes

Reaction equation

HRID 1923040 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][NH:30][CH2:31][CH:32]1[CH2:36][CH2:35][CH2:34][O:33]1>>[CH3:29][N:30]([CH2:31][CH:32]1[CH2:36][CH2:35][CH2:34][O:33]1)[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

Participants

3

Reactant 2

HCID 98090N-(Tetrahydrofurfuryl)-N-methylamineHCID 596058124-(8-(bromomethyl)-9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-9H-purin-6-yl)morpholine

Product 1

HCID 59605787N-methyl-1-(9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)-N-((tetrahydrofuran-2-yl)methyl)methanamine

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-1-(tetrahydrofuran-2-yl)methanamine via General Procedure E to give 10.7 mg of 290 following reverse phase purification. MS (Q1) 477.2 (M)+

Workup

  1. customto give
  2. custom10.7 mg of 290 following reverse phase purification

Sources & evidence

ORD record
ord-8b1203fcb97b4096a49f8242ebbc5aaf
Source dataset
uspto-grants-2012_05
Patent number
US08173650B2

Reaction notes

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