HCID 87057945, compound → HCID 77231375, compound

HRID 2279276Notes

Reaction equation

HRID 2279276 reaction equation
C(OC([NH:8][C:9]1[S:10][C:11]([S:14][CH2:15][CH2:16][C:17]([OH:19])=O)=[CH:12][N:13]=1)=O)(C)(C)C>C([O-])(O)=O.[Na+]>[NH2:8][C:9]1[S:10][C:11]2[S:14][CH2:15][CH2:16][C:17](=[O:19])[C:12]=2[N:13]=1

Participants

3

Reactant 1

HCID 87057945HCID 87057945, compound

Product 1

HCID 77231375HCID 77231375, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

3-[2-(tert-butoxycarbonylamino)thiazol-5-yl]sulfanylpropanoic acid (300 mg, 1.0 mmol) was dissolved in polyphosphoric acid (3.08 g, 14 mmol) and heated at 60˜80° C. for 2 hours. The reaction mixture was diluted with ice-cold water and neutralized with NaHCO3 to pH (8˜9) and the solid formed, filtered and washed with water and dried to give the title compound a yellow solid (150 mg, 80% yield)1H NMR (400 Mz, d6-DMSO) δ2.67 (t, 2H), 3.34 (t, 2H), 7.18 (s, 2H).

Workup

  1. temperatureheated at 60˜80° C. for 2 hours
  2. customthe solid formed
  3. filtrationfiltered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-88852a2c2ed74f789084c3efe247fd69
Source dataset
uspto-grants-2015_09
Patent number
US09133218B2

Reaction notes

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