3-Oxetanone → 4-(2-(2-ethyl-1H-benzo[d]imidazol-1-yl)-9-methyl-8-((1-(oxetan-3-yl)azetidin-3-yl)methyl)-9H-purin-6-yl)morpholine

HRID 1923225Notes

Reaction equation

HRID 1923225 reaction equation
[NH:1]1[CH2:4][CH:3]([CH2:5][C:6]2[N:7]([CH3:32])[C:8]3[C:13]([N:14]=2)=[C:12]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[N:11]=[C:10]([N:21]2[C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=4[N:23]=[C:22]2[CH2:30][CH3:31])[N:9]=3)[CH2:2]1.[O:33]1[CH2:36][C:35](=O)[CH2:34]1>>[CH2:30]([C:22]1[N:21]([C:10]2[N:9]=[C:8]3[C:13]([N:14]=[C:6]([CH2:5][CH:3]4[CH2:2][N:1]([CH:35]5[CH2:36][O:33][CH2:34]5)[CH2:4]4)[N:7]3[CH3:32])=[C:12]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)[N:11]=2)[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[N:23]=1)[CH3:31]

Participants

3

Reactant 2

HCID 150242543-OxetanoneHCID 596052818-Azetidin-3-ylmethyl-2-(2-ethylbenzoimidazol-1-yl)-9-methyl-6-morpholin-4-yl-9H-purine

Product 1

HCID 596054654-(2-(2-ethyl-1H-benzo[d]imidazol-1-yl)-9-methyl-8-((1-(oxetan-3-yl)azetidin-3-yl)methyl)-9H-purin-6-yl)morpholine

Procedure

Following General Procedure L for reductive amination 4-(8-(azetidin-3-ylmethyl)-2-(2-ethyl-1H-benzo[d]imidazol-1-yl)-9-methyl-9H-purin-6-yl)morpholine 530 and 3-oxetanone were reacted to give 529. LCMS m/z: 489.2 (MH+)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-6d9b572682234dd584308342e3b3dae2
Source dataset
uspto-grants-2012_05
Patent number
US08173650B2

Reaction notes

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