(S)-1-ethyl-3-(4-(8-(3-hydroxyoxetan-3-yl)-9-ethyl-6-(3-methylmorpholino)-9H-purin-2-yl)phenyl)urea → (S)-tert-butyl 3-(2-(4-(3-ethylureido)phenyl)-9-methyl-6-(3-methyl-morpholino)-9H-purin-8-yl)-3-hydroxyazetidine-1-carboxylate

HRID 2063377Notes

Reaction equation

HRID 2063377 reaction equation
[CH2:1]([NH:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:21]=[C:20]3[C:16]([N:17]=[C:18]([C:24]4([OH:28])CO[CH2:25]4)[N:19]3[CH2:22]C)=[C:15]([N:29]3[CH2:34][CH2:33][O:32][CH2:31][C@@H:30]3[CH3:35])[N:14]=2)=[CH:9][CH:8]=1)=[O:5])[CH3:2].ClC1N=C2C(N=C(C3(O)C[N:49]([C:51]([O:53][C:54]([CH3:57])([CH3:56])[CH3:55])=[O:52])[CH2:48]3)N2C)=C(N2CCOC[C@@H]2C)N=1>>[CH2:1]([NH:3][C:4](=[O:5])[NH:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[N:21]=[C:20]3[C:16]([N:17]=[C:18]([C:24]4([OH:28])[CH2:25][N:49]([C:51]([O:53][C:54]([CH3:57])([CH3:56])[CH3:55])=[O:52])[CH2:48]4)[N:19]3[CH3:22])=[C:15]([N:29]3[CH2:34][CH2:33][O:32][CH2:31][C@@H:30]3[CH3:35])[N:14]=2)=[CH:11][CH:12]=1)[CH3:2]

Participants

3

Reactant 2

HCID 52916785(S)-1-ethyl-3-(4-(8-(3-hydroxyoxetan-3-yl)-9-ethyl-6-(3-methylmorpholino)-9H-purin-2-yl)phenyl)ureaHCID 58222522(S)-tert-butyl 3-(2-chloro-9-methyl-6-(3-methylmorpho-lino)-9H-purin-8-yl)-3-hydroxyazetidine-1-carboxylate

Product 1

HCID 58222521(S)-tert-butyl 3-(2-(4-(3-ethylureido)phenyl)-9-methyl-6-(3-methyl-morpholino)-9H-purin-8-yl)-3-hydroxyazetidine-1-carboxylate

Procedure

This compound (w-2) was prepared in an analogous fashion to (S)-1-ethyl-3-(4-(8-(3-hydroxyoxetan-3-yl)-9-ethyl-6-(3-methylmorpholino)-9H-purin-2-yl)phenyl)urea, using (S)-tert-butyl 3-(2-chloro-9-methyl-6-(3-methylmorpho-lino)-9H-purin-8-yl)-3-hydroxyazetidine-1-carboxylate as the starting material. LC-MS m/z (method A)=567.4 [M+H]+, RT=2.44 min.

Sources & evidence

ORD record
ord-680feb40faf243fa8a92871f29dc7407
Source dataset
uspto-grants-2012_10
Patent number
US08288381B2

Reaction notes

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