Hydrogen chloride-ethyl acetate → HCID 23634420, compound

HRID 2241920Notes

Reaction equation

HRID 2241920 reaction equation
Cl.C(OCC)(=O)C.C(OC(=O)[NH:14][CH:15]1[CH2:20][CH2:19][N:18]([C:21]2[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:43])[C:29]3[CH:34]=[C:33]([Cl:35])[CH:32]=[CH:31][C:30]=3[O:36]COCCOC)=[CH:23][C:22]=2[F:44])[CH2:17][CH2:16]1)(C)(C)C>C(OCC)(=O)C>[ClH:35].[NH2:14][CH:15]1[CH2:16][CH2:17][N:18]([C:21]2[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:43])[C:29]3[CH:34]=[C:33]([Cl:35])[CH:32]=[CH:31][C:30]=3[OH:36])=[CH:23][C:22]=2[F:44])[CH2:19][CH2:20]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59204949HCID 59204949, compound

Product 1

HCID 23634420HCID 23634420, compoundYield 184.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4N Hydrogen chloride/ethyl acetate solution (10.0 ml, 40.0 mmol) was added to a solution of (1-{4-[5-chloro-2-(2-methoxyethoxymethoxy)benzoylamino]-2-fluorophenyl}piperidin-4-yl)carbamic acid tert-butyl ester (compound of Reference Example 143; 0.15 g, 0.271 mmol) in ethyl acetate (2 ml) under ice cooling, and the mixture was stirred at room temperature for 3 hours. The precipitated crystal was collected by filtration and washed with ethyl acetate to give the title compound (0.10 g, 93%) as a colorless crystal.

Workup

  1. filtrationThe precipitated crystal was collected by filtration
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-66125e9f0ce943648582893dcc79e86f
Source dataset
uspto-grants-2010_03
Patent number
US07671058B2

Reaction notes

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