Dichloromethane → 1-[3-t-Butyl-1-(4-formylphenyl)-1h-pyrazol-5-yl]-3-(naphthalen-1-yl)urea

HRID 492022Notes

Reaction equation

HRID 492022 reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([NH:14][C:15]([NH:17][C:18]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH:21]=[CH:20][CH:19]=3)=[O:16])=[CH:12][C:11]([CH:28]([CH3:30])[CH3:29])=[N:10]2)=[CH:5][CH:4]=1.[CH2:31](Cl)Cl>O=[Mn]=O>[C:28]([C:11]1[CH:12]=[C:13]([NH:14][C:15]([NH:17][C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20][CH:19]=2)=[O:16])[N:9]([C:6]2[CH:7]=[CH:8][C:3]([CH:2]=[O:1])=[CH:4][CH:5]=2)[N:10]=1)([CH3:31])([CH3:30])[CH3:29]

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 184498271-[2-(4-Hydroxymethyl-phenyl)-5-isopropyl-2h-pyrazol-3-yl]-3-naphthalen-1-yl-urea

Product 1

HCID 184498741-[3-t-Butyl-1-(4-formylphenyl)-1h-pyrazol-5-yl]-3-(naphthalen-1-yl)urea

Reagents, catalysts & solvents 1

HCID 14801Manganese dioxideCatalyst

Procedure

To a solution of Example 204 (200 mg) in CH2Cl2 (50 mL) was added MnO2 (450 mg) at RT. The suspension was stirred for 2 h then filtered through celite. The filtrate was concentrated under reduced pressure to afford 150 mg of 1-[5-t-butyl-2-(4-formyl-phenyl)-2H-pyrazol-3-yl]-3-naphthalen-1-yl-urea, which was used without further purification.

Workup

  1. filtrationthen filtered through celite
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3a1cdc238284453dab6c200aeb0bff4c
Source dataset
uspto-grants-2009_05
Patent number
US07531566B2

Reaction notes

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