Hydrogen chloride-ethyl acetate → HCID 66812308, compound

HRID 456284Notes

Reaction equation

HRID 456284 reaction equation
C(OC(=O)C)C.[ClH:7].[CH3:8][N:9]([CH3:46])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][O:18][C:19]2[CH:45]=[CH:44][C:22]([C:23]([NH:25]/[C:26](/[C:38]([NH:40][CH2:41][CH2:42][OH:43])=[O:39])=[CH:27]\[C:28]3[CH:33]=[CH:32][C:31]([O:34][CH:35]([CH3:37])[CH3:36])=[CH:30][CH:29]=3)=[O:24])=[CH:21][CH:20]=2)=[CH:12][CH:11]=1>CO>[ClH:7].[CH3:46][N:9]([CH3:8])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][O:18][C:19]2[CH:45]=[CH:44][C:22]([C:23]([NH:25]/[C:26](/[C:38]([NH:40][CH2:41][CH2:42][OH:43])=[O:39])=[CH:27]\[C:28]3[CH:33]=[CH:32][C:31]([O:34][CH:35]([CH3:37])[CH3:36])=[CH:30][CH:29]=3)=[O:24])=[CH:21][CH:20]=2)=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 57684504HCID 57684504, compound

Product 1

HCID 66812308HCID 66812308, compoundYield 104.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A mixture solution of a 4 N hydrochloric acid ethyl acetate solution (27 μL, 0.108 mmol) and methanol (186 pt) was added to a solution of methanol (1 mL) containing 4-{2-[4-(dimethylamino)phenyl]ethoxy}-N-[(Z)-1-{[(2-hydroxyethyl)amino]carbonyl}-2-(4-isopropoxyphenyl)vinyl]benzamide (37.7 mg, 0.071 mmol) prepared in Example 27. The resulting mixture was stirred at room temperature for 40 minutes. The reaction mixture was concentrated and dried to give 42.3 mg of the title compound (white powder, yield: 99%).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customdried

Sources & evidence

ORD record
ord-041115142d3d48bfad0684bd83d20308
Source dataset
uspto-grants-2013_07
Patent number
US08497397B2

Reaction notes

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