Acetonitrile → HCID 20981746, compound

HRID 1087442Notes

Reaction equation

HRID 1087442 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6](S)N2N=CC=C2N=1.CC(OC[C:17]1[CH2:26]S[C@@H]2[C@H](N)C(=O)N2[C:18]=1[C:27]([OH:29])=[O:28])=O.B(F)(F)F.[C:34](#N)C>>[CH3:34][C:18]([C:27]([OH:29])=[O:28])=[CH:17][CH2:26][CH2:1][CH2:2][CH2:7][CH3:6]

Participants

5

Reactant 4

HCID 6342AcetonitrileHCID 6356Boron trifluorideHCID 4413287-Aminocephalosporanic acidHCID 178429708HCID 178429708, compound

Product 1

HCID 20981746HCID 20981746, compound

Procedure

1.1 g of 5-methylpyrazolo[1,5-a]pyrimidine-7-thiol and 1.80 g of (7R)-7-aminocephalosporanic acid were stirred for 1 hour in 18 ml of a 20 percent solution of boron trifluoride in acetonitrile. The reaction mixture was concentrated, the residue was taken up in 15 ml of water, and the pH was adjusted to 2.5 with 2N sodium hydroxide solution. The precipitated product was filtered off under suction and dried. There was obtained (6R,7R)-7-amino-3-[[(5-methylpyrazolo[1,5-a]pyrimidin-7-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo4.2.0]oct-2-ene-2-carboxylic acid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. filtrationThe precipitated product was filtered off under suction
  3. customdried

Sources & evidence

ORD record
ord-7a8b3eeaa8374acba34ff3b7179cb98a
Source dataset
uspto-grants-1991_07
Patent number
US05036064

Reaction notes

Loading…