2-Methylbenzimidazole → 5-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)-2-oxa-5-azabicyclo[2.2.1]heptane

HRID 1945928

Reaction equation

HRID 1945928 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.Cl[C:12]1[N:20]=[C:19]2[C:15]([N:16]=[C:17]([CH2:22][N:23]3[CH2:28][CH:27]4[CH2:29][CH:24]3[CH2:25][O:26]4)[N:18]2[CH3:21])=[C:14]([N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)[N:13]=1>>[CH3:21][N:18]1[C:17]([CH2:22][N:23]2[CH2:28][CH:27]3[CH2:29][CH:24]2[CH2:25][O:26]3)=[N:16][C:15]2[C:19]1=[N:20][C:12]([N:3]1[C:4]3[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=3[N:6]=[C:2]1[CH3:1])=[N:13][C:14]=2[N:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1

Participants

3

Reactant 2

HCID 119842-MethylbenzimidazoleHCID 866482622-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)-5-oxa-2-aza-bicyclo[2.2.1]heptane

Product 1

HCID 596053245-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)-2-oxa-5-azabicyclo[2.2.1]heptane

Procedure

Following General Procedure I for Buchwald coupling, 2-methylbenzimidazole and 2-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)-5-oxa-2-aza-bicyclo[2.2.1]heptane were reacted to give 384. LCMS m/z: 461.2 (MH+)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-e3fb0f4774704c4582247b0d5ed40411
Source dataset
uspto-grants-2013_03
Patent number
US08394796B2

Linked notes

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