Hydrochloric Acid → 2-(2-Amino-4-methyl-pentylamino)-3-(4-benzyloxy-phenyl)-N-tert-butyl-propionamide dihydrochloride

To a solution of (1-{[2-(4-benzyloxy-phenyl)-1-tert-butylcarbamoyl-ethylamino]-methyl}-3-methyl-butyl)-carbamic acid tert-butyl ester (0.4 g, 0.76 mmol, Example 8, Step A) in CH2Cl2 (7.5 mL) was added trifluoroacetic acid (2.5 mL) at ambient temperature under nitrogen atmosphere. The resulting reaction mixture was stirred for 25 minutes, then concentrated in vacuo. The viscous oil obtained was dissolved in 40 mL of CH2Cl2 and successively washed with saturated aqueous NaHCO3 solution (2×40 mL), brine (2×40 mL), and was dried over Na2SO4. The CH2Cl2 solution of free amine was concentrated in vacuo to afford the crude product as a viscous oil which was then dissolved in 10 mL of ethyl ether. To this solution was added saturated HCl solution in ethyl ether until no more white precipitate formed. Filtration and drying overnight under vacuum afforded 0.15 g (59%) of titled compound as a yellow solid; mp 228-230° C.

1. customThe resulting reaction mixture
2. concentrationconcentrated in vacuo
3. customThe viscous oil obtained
4. washsuccessively washed with saturated aqueous NaHCO3 solution (2×40 mL), brine (2×40 mL)
5. dry with materialwas dried over Na2SO4
6. concentrationThe CH2Cl2 solution of free amine was concentrated in vacuo
7. customto afford the crude product as a viscous oil which
8. customformed
9. filtrationFiltration
10. customdrying overnight under vacuum

ORDレコード

ord-8b4375fe7ee043bdb7322691f7b510d5

出典データセット

uspto-grants-2002_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06362174B1