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

HRID 527800Notes

Reaction equation

HRID 527800 reaction equation
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]1[N:11]=[C:12]2[C:17]([N:18]=1)=[C:16]([NH2:19])[NH:15][C:14]([O:20][C@@H:21]([CH3:24])[CH2:22][CH3:23])=[N:13]2.Br[CH2:26][CH2:27][CH2:28][CH2:29][Cl:30]>C(OCC)(=O)C.C1CCCCC1>[Cl:30][CH2:29][CH2:28][CH2:27][CH2:26][N:11]1[C:10]([O:9][CH3:8])=[N:18][C:17]2[C:12]1=[N:13][C:14]([O:20][C@@H:21]([CH3:24])[CH2:22][CH3:23])=[N:15][C:16]=2[NH2:19]

Participants

4

Reactant 2

HCID 813641-Bromo-4-chlorobutaneHCID 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-8862171c81e44b68b0f981b6c2e5d3cd
Source dataset
uspto-grants-2016_05
Patent number
US09346806B2

Reaction notes

Loading…