Tetrahydrofuran → HCID 178507951, compound

Under stirring at room temperature, malonamidine hydrochloride (406 g) and 1,8-diazabicyclo[5.4.0]undec-7-ene (870 ml) were added to tetrahydrofuran (2 L), and ethyl trifluoroacetate (1040 ml) was added dropwise. After stirring under heating at a bath temperature of 65° C. for 17.5 hr, water (200 ml) was added, and the reaction mixture was concentrated. Water (1 L) was added to the concentrated residue, concentrated hydrochloric acid (485 ml) was added dropwise with stirring at room temperature and the mixture was stirred for 1 hr. After cooling the inside temperature to 0° C. or below, the precipitated crystals were collected by filtration, washed twice with water (600 ml), and dried to give the title compound (251 g).

1. additionwas added dropwise
2. stirringAfter stirring
3. temperatureunder heating at a bath temperature of 65° C. for 17.5 hr
4. concentrationthe reaction mixture was concentrated
5. additionWater (1 L) was added to the concentrated residue, concentrated hydrochloric acid (485 ml)
6. additionwas added dropwise
7. stirringwith stirring at room temperature
8. stirringthe mixture was stirred for 1 hr
9. temperatureAfter cooling the inside temperature to 0° C. or below
10. filtrationthe precipitated crystals were collected by filtration
11. washwashed twice with water (600 ml)
12. customdried

ORD record

ord-5aaa8e669744455a8ee1cdcbec658b47

Source dataset

uspto-grants-2011_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08017612B2