Reacción #514364

Ecuación de reacción

1-Butoxycarbonylamino-4-(1-imino-2-fluoroethylamino) but-2-yne hydrobromide

HBr

→

1-amino-4-(1-imino-2-fluoroethylamino)but-2-yne dihydrobromide

Disolventes

acetic acid

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooling until the solution
2. 2
   Temperaturawith cooling for 1 h
3. 3
   OtroAfter this time the mother liquor was decanted off
4. 4
   Otroto remove residual solvent
5. 5
   OtroThe resulting material was triturated with dry diethyl ether (×2)
6. 6
   Filtraciónfiltered off
7. 7
   Lavadowashed with more dry diethyl ether
8. 8
   OtroThe yellow solid was recrystallised from ethanol/diethyl ether
9. 9
   Otrofinally dried in a drying pistol

Procedimiento

1-Butoxycarbonylamino-4-(1-imino-2-fluoroethylamino) but-2-yne hydrobromide (500 mg) was deprotected by dissolving in glacial acetic acid (10 ml), cooling until the solution almost solidified and adding HBr in acetic acid (45% wv, 1.8 ml). The mixture was stirred with cooling for 1 h then at room temperature for 1 h. After this time the mother liquor was decanted off and the sticky residue subjected to an oil pump vacuum to remove residual solvent. The resulting material was triturated with dry diethyl ether (×2), filtered off and washed with more dry diethyl ether. The yellow solid was recrystallised from ethanol/diethyl ether and finally dried in a drying pistol to yield 1-amino-4-(1-imino-2-fluoroethylamino)but-2-yne dihydrobromide, Mpt 174°-176.5° C.(dec.), FAB M.S. M+1+144.

Fuente