Hydrogen chloride-ethyl acetate → HCID 118061309, compound

HRID 632756Notes

Reaction equation

HRID 632756 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]1[CH2:9][N:8]([C:10]2[C:14]([NH:15][C:16]([C:18]3[N:19]=[C:20]([C:23]4[CH:28]=[CH:27][N:26]=[C:25]([N:29]([CH2:37][C:38]([F:41])([F:40])[F:39])C(=O)OC(C)(C)C)[CH:24]=4)[O:21][CH:22]=3)=[O:17])=[CH:13][N:12]([CH3:42])[N:11]=2)[C:7](=[O:43])[CH2:6]1)[CH3:3].C(OC(=O)C)C.Cl>CO>[CH3:3][N:2]([CH2:4][CH:5]1[CH2:9][N:8]([C:10]2[C:14]([NH:15][C:16]([C:18]3[N:19]=[C:20]([C:23]4[CH:28]=[CH:27][N:26]=[C:25]([NH:29][CH2:37][C:38]([F:39])([F:41])[F:40])[CH:24]=4)[O:21][CH:22]=3)=[O:17])=[CH:13][N:12]([CH3:42])[N:11]=2)[C:7](=[O:43])[CH2:6]1)[CH3:1]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 131735446HCID 131735446, compound

Product 1

HCID 118061309HCID 118061309, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl (4-(4-((3-(4-((dimethylamino)methyl)-2-oxopyrrolidin-1-yl)-1-methyl-1H-pyrazol-4-yl)carbamoyl)-1,3-oxazol-2-yl)pyridin-2-yl)(2,2,2-trifluoroethyl)carbamate (71 mg) in methanol (2.0 mL) was added 4M hydrogen chloride ethyl acetate solution (2.0 mL). The reaction mixture was stirred at room temperature for 16 hr, and the solvent was evaporated under reduced pressure. The residue was suspended in methanol, the suspension was basified with sodium methoxide, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (51 mg).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

Sources & evidence

ORD record
ord-d7a6c466ec644d709ab5ed1c38c34fb7
Source dataset
uspto-grants-2016_04
Patent number
US09321757B2

Reaction notes

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