Hydrochloric Acid → HCID 19001374, compound

HRID 2259612Notes

Reaction equation

HRID 2259612 reaction equation
C(OP(OCC)([N:6]1[CH2:10][C:9]2([C:23]([O:25][CH3:26])=[O:24])[CH2:11][O:12][C:13]3[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[CH:15][C:14]=3[C:8]2=[N:7]1)=O)C.[ClH:30]>CO>[ClH:30].[F:21][C:19]([F:20])([F:22])[C:17]1[CH:16]=[CH:15][C:14]2[C:8]3[C:9]([C:23]([O:25][CH3:26])=[O:24])([CH2:11][O:12][C:13]=2[CH:18]=1)[CH2:10][NH:6][N:7]=3

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19001387HCID 19001387, compound

Product 1

HCID 19001374HCID 19001374, compoundYield 88.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
66 °C

Procedure

A mixture of the product of Step G (38 g, 0.087 mol) 200 mL of methanol, and 18 g (0.50 mol) hydrogen chloride was heated at reflux (66° C.) for 21/2 hours. The solution was concentrated, toluene (50 mL) was added to the residue and, the mixture concentrated again. Another 50 mL toluene was added and evaporated a second time. After adding 100 mL of toluene, the slurry was chilled, and then filtered. The solid was washed with toluene, then hexanes to yield 26 g of a pale yellow product, m.p. 175°-176° C., dec. Recrystallization from a mixture of tetrahydrofuran and methanol gave a colorless solid, m.p. 185°-186° C., dec.

Workup

  1. temperaturewas heated
  2. concentrationThe solution was concentrated
  3. additiontoluene (50 mL) was added to the residue
  4. concentrationthe mixture concentrated again
  5. additionAnother 50 mL toluene was added
  6. customevaporated a second time
  7. additionAfter adding 100 mL of toluene
  8. temperaturethe slurry was chilled
  9. filtrationfiltered
  10. washThe solid was washed with toluene

Sources & evidence

ORD record
ord-58014777c6834a819adde45cac4557fb
Source dataset
uspto-grants-1995_12
Patent number
US05474998

Reaction notes

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