Diisopropylethylamine → HCID 58136363、化合物

A solution of 590 mg (1.5 mmol) of cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetic acid (enantiomer 2; Example 77A), 400 mg (1.8 mmol) of methyl 3-(3-aminocyclohexyl)propanoate hydrochloride (mixture of isomers), 1.05 ml (6.0 mmol) of N,N-diisopropylethylamine and 857 mg (2.26 mmol) of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (HATU) in 13 ml of DMF was stirred at room temperature overnight. After the reaction had ended, the reaction mixture was poured onto ice-water, whereupon the target compound precipitated in the form of white crystals. After filtration, the crystals obtained were washed three times with water and then dried overnight at 40° C. in a vacuum drying cabinet. This gave 830 mg (1.58 mol, 98% of theory) of the title compound as a mixture of diastereomers.

1. additionthe reaction mixture was poured onto ice-water, whereupon the target compound
2. customprecipitated in the form of white crystals
3. filtrationAfter filtration
4. customthe crystals obtained
5. washwere washed three times with water
6. customdried overnight at 40° C. in a vacuum
7. customdrying cabinet
8. additionThis gave 830 mg (1.58 mol, 98% of theory) of the title compound as a mixture of diastereomers

ORDレコード

ord-bd5c5d04f44b42b7ac29d94945daeb76

出典データセット

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08987256B2