ethyl 1-{[4-(3-nitrophenyl)-1,3-thiazol-2-yl]methyl}-1H-pyrazole-4-carboxylate → HCID 58127539, compound

HRID 1257335Notes

Reaction equation

HRID 1257335 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[N:11]=[C:12]([CH2:15][N:16]3[CH:20]=[C:19]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:18]=[N:17]3)[S:13][CH:14]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O>C(O)C.O1CCCC1.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([C:10]2[N:11]=[C:12]([CH2:15][N:16]3[CH:20]=[C:19]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:18]=[N:17]3)[S:13][CH:14]=2)[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 58127481ethyl 1-{[4-(3-nitrophenyl)-1,3-thiazol-2-yl]methyl}-1H-pyrazole-4-carboxylate

Product 1

HCID 58127539HCID 58127539, compoundYield 100.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

To a mixed solution of the compound (3.15 g, 8.8 mmol) obtained in Example 25a in ethanol-tetrahydrofuran (v/v=1/1, 18 ml) was added Pd—C (10% wet., 320 mg), and the mixture was stirred at room temperature for 3 hr under a hydrogen atmosphere. Pd—C was removed, and the solvent was evaporated under reduced pressure to give a crude title compound (2.9 g).

Workup

  1. customPd—C was removed
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-1b60d26ebc6e4c33b52d5b0bff5e953b
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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