Hydrochloric Acid → HCID 86715155, compound

HRID 1754063Notes

Reaction equation

HRID 1754063 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:8]([OH:10])=[O:9])=[C:5]([CH3:7])[N:6]=1.CN1CCOCC1.[CH2:18]([O:25][CH2:26][C:27](Cl)=[O:28])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.Cl>CN(C=O)C>[CH2:18]([O:25][CH2:26][C:27]([NH:1][C:2]1[S:3][C:4]([C:8]([OH:10])=[O:9])=[C:5]([CH3:7])[N:6]=1)=[O:28])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 79724-MethylmorpholineHCID 177085Benzyloxyacetyl chlorideHCID 8322432-Amino-4-methyl-thiazole-5-carboxylic acid

Product 1

HCID 86715155HCID 86715155, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

300 mg (1.90 mmol) 2-Amino-4-methylthiazole-5-carboxylic acid and 0.67 mL (6.07 mmol) N-methylmorpholine are added to 20 mL DMF. After adding 0.32 mL (2.09 mmol) benzyloxyacetyl chloride the resulting mixture is stirred at 80° C. over night. Then the mixture is callowed to cool to r.t. and slightly acidified with aq. HCl solution (c=1 mol/L). The solvent is removed in vacuo, water is added and the suspension is stirred for 10 min before the precipitate is filtered off and dried.

Workup

  1. temperatureto cool to r.t.
  2. customThe solvent is removed in vacuo, water
  3. additionis added
  4. stirringthe suspension is stirred for 10 min before the precipitate
  5. filtrationis filtered off
  6. customdried

Sources & evidence

ORD record
ord-8caa0efe348a4cb183aa161e8b9ae87d
Source dataset
uspto-grants-2015_10
Patent number
US09169205B2

Reaction notes

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