Acetic Acid → HCID 86653762, compound

Participants

Reaction Steps

Dissolve 132 mg (0.318 mmol) of −(+/−)-cis/trans-N-[5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]-cyclohexane-1,3-diamine (Example 36A) in 1.5 ml of dichloromethane and add 18.7 μl of acetic acid at RT. Add 28 mg (0.318 mmol) of oxoacetic acid methyl ester and, after 5 min, 101 mg (0.478 mmol) of sodium triacetoxyborohydride. Stir the mixture at RT for 2 h and then dilute with water and dichloromethane. Wash the organic phase with saturated sodium carbonate solution, dry over sodium sulphate and concentrate under reduced pressure. Purify the crude product by preparative RP-HPLC (eluent: acetonitrile/water gradient) and separate the cis/trans isomers:

Provenance & Evidence