2-(Pyrrolidin-1-yl)-1H-benzo[d]imidazole → 2-(1-((9-methyl-6-morpholino-2-(2-(pyrrolidin-1-yl)-1H-benzo[d]imidazol-1-yl)-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-ol

HRID 1945829

Reaction equation

HRID 1945829 reaction equation
[N:1]1([C:6]2[NH:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[N:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:16]1[N:24]=[C:23]2[C:19]([N:20]=[C:21]([CH2:26][N:27]3[CH2:32][CH2:31][CH:30]([C:33]([OH:36])([CH3:35])[CH3:34])[CH2:29][CH2:28]3)[N:22]2[CH3:25])=[C:18]([N:37]2[CH2:42][CH2:41][O:40][CH2:39][CH2:38]2)[N:17]=1>>[CH3:25][N:22]1[C:21]([CH2:26][N:27]2[CH2:32][CH2:31][CH:30]([C:33]([OH:36])([CH3:35])[CH3:34])[CH2:29][CH2:28]2)=[N:20][C:19]2[C:23]1=[N:24][C:16]([N:10]1[C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[N:7]=[C:6]1[N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)=[N:17][C:18]=2[N:37]1[CH2:38][CH2:39][O:40][CH2:41][CH2:42]1

Participants

3

Reactant 2

HCID 69918962-(Pyrrolidin-1-yl)-1H-benzo[d]imidazoleHCID 596034262-(1-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-ol

Product 1

HCID 596053182-(1-((9-methyl-6-morpholino-2-(2-(pyrrolidin-1-yl)-1H-benzo[d]imidazol-1-yl)-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-ol

Procedure

Following General Procedure I for Buchwald coupling, 2-(pyrrolidin-1-yl)-1H-benzo[d]imidazole and 2-(1-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-ol were reacted to give 261. LCMS m/z: 560.3 (MH+)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-f5cdc64d154f4283be25fa40ca6c9cfb
Source dataset
uspto-grants-2013_03
Patent number
US08394796B2

Linked notes

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