HCID 23144685, compound → HCID 23144226, compound

HRID 337428Notes

Reaction equation

HRID 337428 reaction equation
C(OC([NH:8][C:9]1[S:10][C:11]([CH2:19][N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[C:12]([C:14]2[O:15][CH:16]=[CH:17][CH:18]=2)[N:13]=1)=O)(C)(C)C>FC(F)(F)C(O)=O>[NH2:8][C:9]1[S:10][C:11]([CH2:19][N:20]2[CH2:21][CH2:22][O:23][CH2:24][CH2:25]2)=[C:12]([C:14]2[O:15][CH:16]=[CH:17][CH:18]=2)[N:13]=1

Participants

3

Reactant 1

HCID 23144685HCID 23144685, compound

Product 1

HCID 23144226HCID 23144226, compoundYield 983.4%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Compound 93 (1.15 g, 0.32 mmol) was dissolved in trifluoroacetic acid (12 mL), followed by stirring at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, and aqueous 1 mol/L sodium hydroxide solution and a mixed solvent (4:1) of chloroform and 2-propanol were added to the resulting residue, and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure to afford 2-amino-4-(2-furyl)-5-(morpholinomethyl)thiazole (835 mg, 100%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and aqueous 1 mol/L sodium hydroxide solution
  2. additiona mixed solvent (4:1) of chloroform and 2-propanol were added to the resulting residue
  3. customthe organic layer was separated
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled away under reduced pressure

Sources & evidence

ORD record
ord-65db3314eb7f452cb23f4ad9bcf557fe
Source dataset
uspto-grants-2014_11
Patent number
US08889718B2

Reaction notes

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