2,6-Dichloro-3-fluoroacetophenone → 5-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-4,4-dimethyl-2-(piperidin-4-yl)-2,4-dihydro-3H-pyrazol-3-one

HRID 524303Notes

Reaction equation

HRID 524303 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH3:13])([CH3:12])[CH2:8][C:7]=2[CH:6]=[C:5]([C:14](=O)[C:15]([CH3:21])([CH3:20])[C:16](OC)=[O:17])[CH:4]=1.Cl.Cl.[NH:25]1[CH2:30][CH2:29][CH:28]([NH:31][NH2:32])[CH2:27][CH2:26]1>>[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH3:12])([CH3:13])[CH2:8][C:7]=2[CH:6]=[C:5]([C:14]2[C:15]([CH3:21])([CH3:20])[C:16](=[O:17])[N:31]([CH:28]3[CH2:29][CH2:30][NH:25][CH2:26][CH2:27]3)[N:32]=2)[CH:4]=1

Participants

3

Reactant 2

HCID 223113172,6-Dichloro-3-fluoroacetophenoneHCID 67363296Methyl 3-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-2,2-dimethyl-3-oxopropanoate

Product 1

HCID 673633085-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-4,4-dimethyl-2-(piperidin-4-yl)-2,4-dihydro-3H-pyrazol-3-one

Procedure

Prepared analogous as described for the example B1 (Alternative 2) using methyl 3-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-2,2-dimethyl-3-oxopropanoate (compound D12) and piperidin-4-yl-hydrazine dihydrochloride as starting compounds resulting in the title compound. (compound B12)

Workup

  1. customPrepared analogous

Sources & evidence

ORD record
ord-6127a2bc01874b578462d9a130c57c49
Source dataset
uspto-grants-2016_05
Patent number
US09340522B2

Reaction notes

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