2-Ethylbenzimidazole → HCID 49832772, compound

HRID 1945803Notes

Reaction equation

HRID 1945803 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7]([CH2:12][N:13]3[CH2:18][CH2:17][CH:16]([N:19]([CH3:21])[CH3:20])[CH:15]([F:22])[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.[CH2:29]([C:31]1[NH:32][C:33]2[CH:39]=[CH:38][CH:37]=[CH:36][C:34]=2[N:35]=1)[CH3:30]>>[CH2:29]([C:31]1[N:32]([C:2]2[N:10]=[C:9]3[C:5]([N:6]=[C:7]([CH2:12][N:13]4[CH2:18][CH2:17][C@@H:16]([N:19]([CH3:20])[CH3:21])[C@@H:15]([F:22])[CH2:14]4)[N:8]3[CH3:11])=[C:4]([N:23]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)[N:3]=2)[C:33]2[CH:39]=[CH:38][CH:37]=[CH:36][C:34]=2[N:35]=1)[CH3:30]

Participants

3

Reactant 2

HCID 158072-EthylbenzimidazoleHCID 87421277HCID 87421277, compound

Product 1

HCID 49832772HCID 49832772, compound

Procedure

Following General Procedure I for Buchwald coupling, racemic 1-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)-3-fluoro-N,N-dimethylpiperidin-4-amine and 2-ethylbenzimidazole were reacted. The enantiomers were separated by SFC to give 227. LCMS m/z: 522.3 (MH+)

Workup

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

Sources & evidence

ORD record
ord-8a545e66cf3541c58813df207ce590ee
Source dataset
uspto-grants-2013_03
Patent number
US08394796B2

Reaction notes

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