Hydrogen chloride-ethyl acetate → HCID 67397655, compound

HRID 914368Notes

Reaction equation

HRID 914368 reaction equation
C([O:5][C:6](=[O:38])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][N:18]([C:30]2[N:35]=[CH:34][C:33]([CH2:36][CH3:37])=[CH:32][N:31]=2)[CH2:19][C:20]2[CH:25]=[CH:24][C:23]([NH:26][CH2:27][CH2:28][CH3:29])=[CH:22][CH:21]=2)[N:15]=1)([CH3:9])[CH3:8])(C)(C)C.[ClH:39].C(OCC)(=O)C>C(O)=O>[ClH:39].[CH2:36]([C:33]1[CH:34]=[N:35][C:30]([N:18]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([NH:26][CH2:27][CH2:28][CH3:29])=[CH:22][CH:21]=2)[CH2:17][CH2:16][C:14]2[N:15]=[C:11]([S:10][C:7]([CH3:9])([CH3:8])[C:6]([OH:38])=[O:5])[S:12][CH:13]=2)=[N:31][CH:32]=1)[CH3:37]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59759056HCID 59759056, compound

Product 1

HCID 67397655HCID 67397655, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

2-{[4-(2-{(5-Ethylpyrimidin-2-yl)[4-(propylamino)benzyl]amino}ethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester (68 mg) synthesized in Example 441-1 was dissolved in formic acid (2.5 mL), 4 mol/L hydrochloric acid-ethyl acetate (0.5 mL) was added thereto, and the mixture was stirred at room temperature overnight. The reaction solution was evaporated under reduced pressure, and the residue was dried by heating at 60° C. to give the title compound (77 mg) as a white amorphous solid.

Workup

  1. customThe reaction solution was evaporated under reduced pressure
  2. customthe residue was dried
  3. temperatureby heating at 60° C.

Sources & evidence

ORD record
ord-004b8e3958cb4b19913ba879b0dd7884
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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