Isobutylamine → 10-[[6-[(2-Methylpropyl)amino]-3-pyridinyl]carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine

A mixture of 0.16 g of 10-[(6-chloro-3-pyridinyl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine, 40 mg of pyridine and 2 ml of 2-methylpropylamine is stirred and heated at 100° C. in a sealed vessel for 1 hour. To the mixture is added 0.2 ml of N,N-dimethylpropyleneurea and the mixture is heated at 110° C. for 7 hours. The volatiles are removed under vacuum and 10 ml of 0.5N NaOH is added to the residue. The mixture is filtered and the solid washed with water and then hexane. The solid is dissolved in ethyl acetate and the solution washed with 0.5N NaOH, brine and dried (Na2SO4). The solution is filtered through a thin pad of hydrous magnesium silicate and the filtrate concentrated to dryness. The residue is triturated with diisopropylether-hexane to give 0.18 g of white solid; mass spectrum (CI) 361 (M+H).

1. temperaturethe mixture is heated at 110° C. for 7 hours
2. customThe volatiles are removed under vacuum and 10 ml of 0.5N NaOH
3. additionis added to the residue
4. filtrationThe mixture is filtered
5. washthe solid washed with water
6. dissolutionThe solid is dissolved in ethyl acetate
7. washthe solution washed with 0.5N NaOH, brine
8. dry with materialdried (Na2SO4)
9. filtrationThe solution is filtered through a thin pad of hydrous magnesium silicate
10. concentrationthe filtrate concentrated to dryness
11. customThe residue is triturated with diisopropylether-hexane

ORDレコード

ord-063459f5e9084ee0b506150d0b8beda2

出典データセット

uspto-grants-1997_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05612334