2-Methylbenzimidazole → 8-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)-1-oxa-8-azaspiro[4.5]decane

HRID 1945922Notes

Reaction equation

HRID 1945922 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7]([CH2:12][N:13]3[CH2:22][CH2:21][C:16]4([O:20][CH2:19][CH2:18][CH2:17]4)[CH2:15][CH2:14]3)[N:8]2[CH3:11])=[C:4]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[N:3]=1.[CH3:29][C:30]1[NH:31][C:32]2[CH:38]=[CH:37][CH:36]=[CH:35][C:33]=2[N:34]=1>>[CH3:11][N:8]1[C:7]([CH2:12][N:13]2[CH2:14][CH2:15][C:16]3([O:20][CH2:19][CH2:18][CH2:17]3)[CH2:21][CH2:22]2)=[N:6][C:5]2[C:9]1=[N:10][C:2]([N:31]1[C:32]3[CH:38]=[CH:37][CH:36]=[CH:35][C:33]=3[N:34]=[C:30]1[CH3:29])=[N:3][C:4]=2[N:23]1[CH2:24][CH2:25][O:26][CH2:27][CH2:28]1

Participants

3

Reactant 2

HCID 119842-MethylbenzimidazoleHCID 874211668-((2-Chloro-9-methyl-6-morpholino-9h-purin-8-yl)methyl)-1-oxa-8-azaspiro[4.5]decane

Product 1

HCID 596052078-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)-1-oxa-8-azaspiro[4.5]decane

Procedure

Following General Procedure I for Buchwald coupling, 8-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)-1-oxa-8-azaspiro[4.5]decane and 2-methybenzimidazole were reacted to give 370. LCMS m/z: 503.2 (MH+)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-b2aaafb732a9471e9596838d9b2e52f5
Source dataset
uspto-grants-2013_03
Patent number
US08394796B2

Reaction notes

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