2-Methylbenzimidazole → HCID 59606080, compound

HRID 1923092Notes

Reaction equation

HRID 1923092 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]([CH:32]([CH3:34])[CH3:33])[CH2:30][OH:31])[CH2:25][CH2:24]3)[N:18]2[CH3:21])=[C:14]([N:35]2[CH2:40][CH2:39][O:38][CH2:37][CH2:36]2)[N:13]=1>>[CH3:33][CH:32]([CH3:34])[C@H:29]([N:26]1[CH2:25][CH2:24][N:23]([CH2:22][C:17]2[N:18]([CH3:21])[C:19]3[C:15]([N:16]=2)=[C:14]([N:35]2[CH2:36][CH2:37][O:38][CH2:39][CH2:40]2)[N:13]=[C:12]([N:3]2[C:4]4[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=4[N:6]=[C:2]2[CH3:1])[N:20]=3)[CH2:28][CH2:27]1)[CH2:30][OH:31]

Participants

3

Reactant 2

HCID 119842-MethylbenzimidazoleHCID 87420997HCID 87420997, compound

Product 1

HCID 59606080HCID 59606080, compound

Procedure

Following General Procedure I for Buchwald coupling, 2-methylbenzimidazole and racemic 2-(4-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperazin-1-yl)-3-methylbutan-1-ol were reacted. The enantiomers were separated by SFC to give 361. LCMS m/z: 534.3 (MH+)

Workup

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

Sources & evidence

ORD record
ord-8e0f0cdb42a6435bae06e7cd6e60f32c
Source dataset
uspto-grants-2012_05
Patent number
US08173650B2

Reaction notes

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