Hydrochloric Acid → HCID 14751484, compound

HRID 973717Notes

Reaction equation

HRID 973717 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14](=[O:29])[CH2:15][O:16][C:17]1[C:22]([CH:23]([CH2:25][CH3:26])[CH3:24])=[CH:21][C:20]([Cl:27])=[CH:19][C:18]=1[Cl:28])=O)(C)(C)C.Cl>C(O)C>[CH:23]([C:22]1[C:17]([O:16][CH2:15][C:14]([NH:13][CH2:12][CH2:11][CH2:10][CH2:9][NH2:8])=[O:29])=[C:18]([Cl:28])[CH:19]=[C:20]([Cl:27])[CH:21]=1)([CH2:25][CH3:26])[CH3:24]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14751483HCID 14751483, compound

Product 1

HCID 14751484HCID 14751484, compoundYield 106.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 8.12 g of the product of Step F, 80 ml of ethanol and 20.1 ml of ethanolic, 2N hydrogen chloride was refluxed with stirring for one hour and was evaporated to dryness under reduced pressure. The residue was washed with methylene chloride to obtain 6.7 g of the desired hydrochloride. A mixture of 6.7 g of the hydrochloride, 100 ml of ethanol and 3.2 g of sodium bicarbonate was refluxed with stirring for 4 hours and the mixture was filtered hot. The filtrate was evaporated to dryness under reduced pressure and the 6.05 g of residue was chromatographed over silica. Elution with a 98-2 methanol-ammonium hydroxide yielded 4.74 g of the desired product.

Workup

  1. temperaturewas refluxed
  2. customwas evaporated to dryness under reduced pressure
  3. washThe residue was washed with methylene chloride

Sources & evidence

ORD record
ord-164e51ab899b44c6b0843081848927e0
Source dataset
uspto-grants-1991_11
Patent number
US05064861

Reaction notes

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