1-Bromo-4-chlorobutane → 9-(4-Chlorobutyl)-8-(methyloxy)-2-{[(1S)-1-methylpropyl]oxy}-9H-purin-6-amine

HRID 1616286Notes

Reaction equation

HRID 1616286 reaction equation
C(N[C:6]1[N:14]=[C:13]2[C:9]([N:10]=[C:11]([O:20][CH3:21])[N:12]2[CH2:15][CH2:16][CH2:17][CH2:18][Cl:19])=[C:8]([NH2:22])[N:7]=1)CCC.FC(F)(F)C(O)=O.COC1N=C2C(N=1)=C(N)NC([O:42][C@@H:43]([CH3:46])[CH2:44][CH3:45])=N2.BrCCCCCl>C(OCC)(=O)C.C1CCCCC1>[Cl:19][CH2:18][CH2:17][CH2:16][CH2:15][N:12]1[C:11]([O:20][CH3:21])=[N:10][C:9]2[C:13]1=[N:14][C:6]([O:42][C@@H:43]([CH3:46])[CH2:44][CH3:45])=[N:7][C:8]=2[NH2:22]

Participants

5

Reactant 3

HCID 813641-Bromo-4-chlorobutaneHCID 59252596N2-Butyl-9-(4-chlorobutyl)-8-(methyloxy)-9H-purine-2,6-diamineHCID 178456042HCID 178456042, compound

Product 1

HCID 592526489-(4-Chlorobutyl)-8-(methyloxy)-2-{[(1S)-1-methylpropyl]oxy}-9H-purin-6-amine

Reagents, catalysts & solvents 1

HCID 21867204Cyclohexane ethylacetateSolvent

Procedure

Prepared similarly to Intermediate 18 from 8-(methyloxy)-2-{[(1S)-1-methylpropyl]oxy}-1H-purin-6-amine trifluoroacetate and 1-bromo-4-chlorobutane with purification on an aminopropyl (NH2) cartridge using a 0-100% ethyl acetate-cyclohexane gradient.

Sources & evidence

ORD record
ord-ab7328d5bde34465a59c62dfeb5bca0c
Source dataset
uspto-grants-2014_07
Patent number
US08765772B2

Reaction notes

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