Hydrogen chloride-ethyl acetate → HCID 86607642, compound

HRID 1716511Notes

Reaction equation

HRID 1716511 reaction equation
C(OC([N:8]1[C@H:12]([C:13]2[S:14][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([Br:24])[N:19]=3)=[CH:16][N:17]=2)[CH2:11][O:10]C1(C)C)=O)(C)(C)C.C(OCC)(=O)C.[ClH:33]>O1CCCC1>[ClH:33].[ClH:33].[NH2:8][C@H:12]([C:13]1[S:14][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([Br:24])[N:19]=2)=[CH:16][N:17]=1)[CH2:11][OH:10]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 58706812HCID 58706812, compound

Product 1

HCID 86607642HCID 86607642, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of (S)-4-[5-(6-bromopyridin-2-yl)thiazol-2-yl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester (5.00 g, 11.4 mmol) obtained in Step 2 in tetrahydrofuran (30 ml) was added 4N hydrogen chloride-ethyl acetate solution (30 ml) and heated to reflux at 90° C. for 2 hours. After the reaction solution was cooled, it was concentrated and washed with ethyl ether and dried, and the title compound (3.57 g) was obtained.

Workup

  1. temperatureheated
  2. temperatureAfter the reaction solution was cooled
  3. concentrationit was concentrated
  4. washwashed with ethyl ether
  5. customdried

Sources & evidence

ORD record
ord-5e297adf750b4140a0c12c1d3a64a303
Source dataset
uspto-grants-2010_09
Patent number
US07803801B2

Reaction notes

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