Hydrogen chloride-ethyl acetate → HCID 69876357, compound

HRID 1355577Notes

Reaction equation

HRID 1355577 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C@H:8]([NH:19]C(=O)OC(C)(C)C)[CH2:9][C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][CH:11]=2)[O:5][C:6]=1[CH3:7].[ClH:27].CCOC(C)=O>>[ClH:27].[CH3:1][C:2]1[N:3]=[C:4]([C@H:8]([NH2:19])[CH2:9][C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][CH:11]=2)[O:5][C:6]=1[CH3:7]

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 54308619HCID 54308619, compound

Product 1

HCID 69876357HCID 69876357, compound

Procedure

A solution of tert-butyl(1R)-1-(4,5-dimethyl-1,3-oxazol-2-yl)-2-(1H-indol-3-yl)ethylcarbamate (3 g, 8.4 mmol) in HCl/AcOEt 1N (80 ml) was stirred at room temperature for about 2.5 hours. The mixture was concentrated under reduced pressure, diethyl ether (100 ml) added, and the white precipitate collected by filtration, and washed with diethyl ether to afford the hydrochloride salt of the desired product (2.4 g). Melting point: 172-174° C.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure, diethyl ether (100 ml)
  2. additionadded
  3. filtrationthe white precipitate collected by filtration
  4. washwashed with diethyl ether

Sources & evidence

ORD record
ord-70ee6f305ccb402b9c2e27776d61524d
Source dataset
uspto-grants-2003_07
Patent number
US06586445B1

Reaction notes

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