2-Methylbenzimidazole → HCID 59605292, compound

HRID 1945926Notes

Reaction equation

HRID 1945926 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][CH2:27][N:26]([CH:29]([CH2:32][CH3:33])[CH2:30][OH:31])[CH2:25][CH2:24]3)[N:18]2[CH3:21])=[C:14]([N:34]2[CH2:39][CH2:38][O:37][CH2:36][CH2:35]2)[N:13]=1>>[CH3:21][N:18]1[C:17]([CH2:22][N:23]2[CH2:24][CH2:25][N:26]([C@@H:29]([CH2:32][CH3:33])[CH2:30][OH:31])[CH2:27][CH2:28]2)=[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:34]1[CH2:39][CH2:38][O:37][CH2:36][CH2:35]1

Participants

3

Reactant 2

HCID 119842-MethylbenzimidazoleHCID 86648261HCID 86648261, compound

Product 1

HCID 59605292HCID 59605292, compound

Procedure

Following General Procedure I for Buchwald coupling, 2-methylbenzimidazole and 2-(4-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperazin-1-yl)butan-1-ol were reacted. The enantiomers were separated by SFC to give 382. LCMS m/z: 520.3 (MH+)

Workup

  1. customwere reacted
  2. customThe enantiomers were separated by SFC

Sources & evidence

ORD record
ord-37b0ea33b8ff4dc29dbc4a1b5cdf1bc6
Source dataset
uspto-grants-2013_03
Patent number
US08394796B2

Reaction notes

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