Hydrogen chloride-ethyl acetate → HCID 67397789, compound

HRID 914366Notes

Reaction equation

HRID 914366 reaction equation
C([O:5][C:6](=[O:39])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][N:18]([C:31]2[N:36]=[CH:35][C:34]([CH2:37][CH3:38])=[CH:33][N:32]=2)[CH2:19][C:20]2[CH:25]=[CH:24][C:23]([NH:26][C:27](=[O:30])[CH2:28][CH3:29])=[CH:22][CH:21]=2)[N:15]=1)([CH3:9])[CH3:8])(C)(C)C.[ClH:40].C(OCC)(=O)C>C(O)=O>[ClH:40].[CH2:37]([C:34]1[CH:33]=[N:32][C:31]([N:18]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([NH:26][C:27](=[O:30])[CH2:28][CH3:29])=[CH:22][CH:21]=2)[CH2:17][CH2:16][C:14]2[N:15]=[C:11]([S:10][C:7]([CH3:8])([CH3:9])[C:6]([OH:39])=[O:5])[S:12][CH:13]=2)=[N:36][CH:35]=1)[CH3:38]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59758948HCID 59758948, compound

Product 1

HCID 67397789HCID 67397789, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

2-{[4-(2-{(5-Ethylpyrimidin-2-yl)[4-(propionylamino)benzyl]amino}ethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester (100 mg) synthesized in Example 439-3 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 (98 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-1a7f74fd3dd94d5983e75b3e8ad26a92
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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