Dichloromethane → HCID 131728635, compound

HRID 1360004Notes

Reaction equation

HRID 1360004 reaction equation
Cl.C(OCC)(=O)C.[Cl:8]CCl.C([N-:18]CCC)(OC(C)(C)C)=O.[CH:22]1[CH:23]=[CH:24][C:25]([NH:32][C:33]2[C:34]([Cl:40])=[CH:35][CH:36]=[CH:37][C:38]=2[Cl:39])=[C:26]([CH2:28][C:29]([OH:31])=[O:30])[CH:27]=1>C(OCC)C>[NH2:32][C:33]([NH2:18])([CH3:34])[CH3:38].[CH:22]1[CH:23]=[CH:24][C:25]([NH:32][C:33]2[C:38]([Cl:39])=[CH:37][CH:36]=[CH:35][C:34]=2[Cl:40])=[C:26]([CH2:28][C:29]([OH:31])=[O:30])[CH:27]=1.[ClH:8]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 21866389Hydrogen chloride-ethyl acetateHCID 178458017HCID 178458017, compound

Product 1

HCID 131728635HCID 131728635, compoundYield 101%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Under ice-cooling, 20 mL of 4 M hydrochloric acid/ethyl acetate was added to 1 mL dichloromethane solution of 825.0 mg (1.82 mmol) of the Boc-propylamide-diclofenac obtained above, followed by stirring for 2 hours. Diethyl ether was added thereto for precipitation, and the precipitate was dried under reduced pressure to give 714.5 mg (101%) of the titled compound. The structure was identified by 1H-NMR.

Workup

  1. temperatureUnder ice-cooling
  2. customobtained above,
  3. customfor precipitation
  4. customthe precipitate was dried under reduced pressure

Sources & evidence

ORD record
ord-0fea9a11e62446fbb811822d4305b576
Source dataset
uspto-grants-2011_02
Patent number
US07879817B2

Reaction notes

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