Hydrogen chloride-ethyl acetate → HCID 66812764, compound

HRID 456283Notes

Reaction equation

HRID 456283 reaction equation
C(OC(=O)C)C.[ClH:7].[CH:8]1([C:11]2[CH:16]=[CH:15][C:14](/[CH:17]=[C:18](\[NH:25][C:26](=[O:45])[C:27]3[CH:32]=[CH:31][C:30]([O:33][CH2:34][CH2:35][C:36]4[CH:41]=[CH:40][C:39]([N:42]([CH3:44])[CH3:43])=[CH:38][CH:37]=4)=[CH:29][CH:28]=3)/[C:19]([NH:21][CH2:22][CH2:23][OH:24])=[O:20])=[CH:13][CH:12]=2)[CH2:10][CH2:9]1>CO>[ClH:7].[CH:8]1([C:11]2[CH:12]=[CH:13][C:14](/[CH:17]=[C:18](\[NH:25][C:26](=[O:45])[C:27]3[CH:32]=[CH:31][C:30]([O:33][CH2:34][CH2:35][C:36]4[CH:41]=[CH:40][C:39]([N:42]([CH3:43])[CH3:44])=[CH:38][CH:37]=4)=[CH:29][CH:28]=3)/[C:19]([NH:21][CH2:22][CH2:23][OH:24])=[O:20])=[CH:15][CH:16]=2)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 57684497HCID 57684497, compound

Product 1

HCID 66812764HCID 66812764, compoundYield 105.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A mixture solution of a 4 N hydrochloric acid ethyl acetate solution (97 pt, 0.388 mmol) and methanol (680 pt) was added to a solution of methanol (3 mL) containing N-((Z)-2-(4-cyclopropylphenyl)-1-{[(2-hydroxyethyl)amino]carbonyl}vinyl)-4-{2-[4-(dimethylamino)phenyl]ethoxy}benzamide (133 mg, 0.259 mmol) prepared in Example 25. The resulting mixture was stirred at room temperature for 45 minutes. The reaction mixture was concentrated and dried to give 150 mg of the title compound (white amorphous solid).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customdried

Sources & evidence

ORD record
ord-f4a3859178be467482b3c16ccb22a658
Source dataset
uspto-grants-2013_07
Patent number
US08497397B2

Reaction notes

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