Heptane → (S)-4-(2-chloro-9-ethyl-8-(3-fluorooxetan-3-yl)-9H-purin-6-yl)-3-methylmorpholine

HRID 2063374Notes

Reaction equation

HRID 2063374 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7]([C:12]3([F:16])[CH2:15][O:14][CH2:13]3)[N:8]2[CH3:11])=[C:4]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][C@@H:18]2[CH3:23])[N:3]=1.Cl[C:25]1N=C2C(N=C(C3(O)COC3)N2CC)=C(N2CCOC[C@@H]2C)N=1.CCCCCCC>C(OCC)(=O)C>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7]([C:12]3([F:16])[CH2:15][O:14][CH2:13]3)[N:8]2[CH2:11][CH3:25])=[C:4]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][C@@H:18]2[CH3:23])[N:3]=1

Participants

5

Reactant 3

HCID 8900HeptaneHCID 58222527(S)-3-(2-chloro-9-ethyl-6-(3-methylmorpholino)-9H-purin-8-yl)oxetan-3-olHCID 58222529(S)-4-(2-chloro-8-(3-fluorooxetan-3-yl)-9-methyl-9H-pur-in-6-yl)-3-methylmorpholine

Product 1

HCID 58222543(S)-4-(2-chloro-9-ethyl-8-(3-fluorooxetan-3-yl)-9H-purin-6-yl)-3-methylmorpholine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

This compound was prepared in an analogous fashion to (S)-4-(2-chloro-8-(3-fluorooxetan-3-yl)-9-methyl-9H-pur-in-6-yl)-3-methylmorpholine, using (S)-3-(2-chloro-9-ethyl-6-(3-methylmorpholino)-9H-purin-8-yl)oxetan-3-ol as the starting material. LC-MS m/z (method C)=356/358 [M+H]+, RT=2.62 min; TLC (1:1 heptane:ethyl acetate): Rf=0.58.

Sources & evidence

ORD record
ord-b971940823f94e27a66bfb0cf7ebdc46
Source dataset
uspto-grants-2012_10
Patent number
US08288381B2

Reaction notes

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