Hydrogen chloride-ethyl acetate → HCID 58492432, compound

HRID 68172Notes

Reaction equation

HRID 68172 reaction equation
C(OC(=O)C)C.[ClH:7].P(O[CH2:21][N:22]1[C:31]2[C:26](=[C:27]([F:36])[CH:28]=[CH:29][C:30]=2[O:32][CH2:33][CH2:34][CH3:35])[C:25](=[O:37])[C:24]([C:38]2[CH:43]=[CH:42][C:41]([O:44][CH3:45])=[CH:40][CH:39]=2)=[CH:23]1)(OC(C)(C)C)(OC(C)(C)C)=O>C(OCC)(=O)C>[Cl:7][CH2:21][N:22]1[C:31]2[C:26](=[C:27]([F:36])[CH:28]=[CH:29][C:30]=2[O:32][CH2:33][CH2:34][CH3:35])[C:25](=[O:37])[C:24]([C:38]2[CH:43]=[CH:42][C:41]([O:44][CH3:45])=[CH:40][CH:39]=2)=[CH:23]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 58492472HCID 58492472, compound

Product 1

HCID 58492432HCID 58492432, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A 4N hydrogen chloride ethylacetate solution (2 ml) was added to an ethyl acetate solution (3 ml) of di-tert-butyl 5-fluoro-3-(4-methoxyphenyl)-4-oxo-8-propoxy-4H-quinolin-1-ylmethyl phosphate (300 mg, 0.55 mmol) while ice-cooling and the mixture was stirred at room temperature for 2 hours. The deposited insoluble matter was collected by filtration and dried, giving a white powder of 1-chloromethyl-5-fluoro-3-(4-methoxyphenyl)-8-propoxy-1H-quinolin-4-one (18 mg, yield: 92%).

Workup

  1. temperaturecooling
  2. filtrationThe deposited insoluble matter was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-09aa0f18d178482db1ba08d7c1f7198a
Source dataset
uspto-grants-2014_09
Patent number
USRE045108E1

Reaction notes

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