Hydrochloric Acid → 6-(3,5-difluorophenyl)-2-{3-[5-(1-piperidin-4-yl-1H-pyrazol-4-yl)oxazol-2-yl]benzyl}-2H-pyridazin-3-one hydrochloride

HRID 467511Notes

Reaction equation

HRID 467511 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12](=[O:15])[N:11]([CH2:16][C:17]3[CH:18]=[C:19]([C:23]4[O:24][C:25]([C:28]5[CH:29]=[N:30][N:31]([CH:33]6[CH2:38][CH2:37][N:36](C(OC(C)(C)C)=O)[CH2:35][CH2:34]6)[CH:32]=5)=[CH:26][N:27]=4)[CH:20]=[CH:21][CH:22]=3)[N:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.[ClH:46]>O1CCOCC1.CO>[ClH:46].[F:8][C:6]1[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12](=[O:15])[N:11]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([C:23]4[O:24][C:25]([C:28]5[CH:29]=[N:30][N:31]([CH:33]6[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]6)[CH:32]=5)=[CH:26][N:27]=4)[CH:18]=3)[N:10]=2)[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58497250tert-butyl 4-[4-(2-{3-[3-(3,5-difluorophenyl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}oxazol-5-yl)pyrazol-1-yl]piperidine-1-carboxylate

Product 1

HCID 669859706-(3,5-difluorophenyl)-2-{3-[5-(1-piperidin-4-yl-1H-pyrazol-4-yl)oxazol-2-yl]benzyl}-2H-pyridazin-3-one hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 90.4 mg (0.147 mmol) of tert-butyl 4-[4-(2-{3-[3-(3,5-difluorophenyl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}oxazol-5-yl)pyrazol-1-yl]piperidine-1-carboxylate in a mixture of 0.22 ml of 4 N hydrogen chloride in dioxane and 0.23 ml of methanol is stirred at room temperature for 16 hours. The solution is evaporated and dried in vacuo, giving 6-(3,5-difluorophenyl)-2-{3-[5-(1-piperidin-4-yl-1H-pyrazol-4-yl)oxazol-2-yl]benzyl}-2H-pyridazin-3-one hydrochloride as colourless crystals; ESI 515.

Workup

  1. customThe solution is evaporated
  2. customdried in vacuo

Sources & evidence

ORD record
ord-1adffbef28584c45bbea001aabdd92f8
Source dataset
uspto-grants-2014_01
Patent number
US08623870B2

Reaction notes

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