Hydrogen chloride-ethyl acetate → HCID 66795295, compound

HRID 1012329Notes

Reaction equation

HRID 1012329 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C@H:16]([NH:22]C(=O)OC(C)(C)C)[C:17]2[S:18][CH:19]=[CH:20][N:21]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:30].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:30].[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C@H:16]([NH2:22])[C:17]2[S:18][CH:19]=[CH:20][N:21]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 58826639HCID 58826639, compound

Product 1

HCID 66795295HCID 66795295, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl (S)-[2-(4-benzyloxyphenyl)-1-(thiazol-2-yl)ethyl]carbamate (112 mg, 0.273 mmol) in ethyl acetate (1 ml) was added 4N HCl-ethyl acetate solution (1 ml), and the mixture was stirred at room temperature for 30 min. The solvent was evaporated under reduced pressure, and hexane:diethyl ether (3:1) solution was added to the obtained residue. The precipitated solid was collected by filtration and washed with hexane:diethyl ether (3:1) solution. The obtained solid was dried in vacuo to give (S)-2-(4-benzyloxyphenyl)-1-(thiazol-2-yl)ethylamine hydrochloride (66 mg, yield 70%).

Workup

  1. customThe solvent was evaporated under reduced pressure, and hexane:diethyl ether (3:1) solution
  2. additionwas added to the obtained residue
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with hexane:diethyl ether (3:1) solution
  5. customThe obtained solid was dried in vacuo

Sources & evidence

ORD record
ord-04410c5bbfe744be83c4cdd50e112000
Source dataset
uspto-grants-2011_07
Patent number
US07977331B1

Reaction notes

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