Hydroxylamine → 2-(1-{[3,5-Bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazole-4-carbaldehyde oxime

HRID 57328Notes

Reaction equation

HRID 57328 reaction equation
[F:1][CH:2]([F:27])[C:3]1[CH:7]=[C:6]([CH:8]([F:10])[F:9])[N:5]([CH2:11][C:12]([N:14]2[CH2:19][CH2:18][CH:17]([C:20]3[S:21][CH:22]=[C:23]([CH:25]=O)[N:24]=3)[CH2:16][CH2:15]2)=[O:13])[N:4]=1.[NH2:28][OH:29]>C(O)C>[F:1][CH:2]([F:27])[C:3]1[CH:7]=[C:6]([CH:8]([F:10])[F:9])[N:5]([CH2:11][C:12]([N:14]2[CH2:19][CH2:18][CH:17]([C:20]3[S:21][CH:22]=[C:23]([CH:25]=[N:28][OH:29])[N:24]=3)[CH2:16][CH2:15]2)=[O:13])[N:4]=1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 86665222HCID 86665222, compound

Product 1

HCID 866652212-(1-{[3,5-Bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazole-4-carbaldehyde oxime

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazole-4-carbaldehyde (2.00 g) in ethanol (33 ml) was added dropwise hydroxylamine (50% in water, 0.36 ml) at room temperature. The reaction mixture was stirred at room temperature for 24 hours, then the solvent was removed under reduced pressure. This gave 2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazole-4-carbaldehyde oxime (2.00 g).

Workup

  1. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-3a3862d6b55b40d4be40e28718be35f6
Source dataset
uspto-grants-2016_09
Patent number
US09434723B2

Reaction notes

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