Chloroacetic anhydride → 2-[1-(chloroacetyl)piperidin-4-yl]-5-(3,4-dimethoxyphenyl)-4-methyl-4-propyl-2,4-dihydro-3H-pyrazol-3-one

HRID 538711Notes

Reaction equation

HRID 538711 reaction equation
[Cl:1][CH2:2][C:3]([N:5]1[CH2:10][CH2:9][CH:8]([N:11]2[C:15](=[O:16])[C:14]([CH3:18])([CH3:17])[C:13]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=3)=[N:12]2)[CH2:7][CH2:6]1)=[O:4].Cl.CO[C:32]1C=C(C2C(C)(CCC)C(=O)N(C3CCNCC3)N=2)C=C[C:37]=1OC.ClCC(OC(=O)CCl)=O>>[Cl:1][CH2:2][C:3]([N:5]1[CH2:6][CH2:7][CH:8]([N:11]2[C:15](=[O:16])[C:14]([CH3:18])([CH2:17][CH2:32][CH3:37])[C:13]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=3)=[N:12]2)[CH2:9][CH2:10]1)=[O:4]

Participants

4

Reactant 3

HCID 10946Chloroacetic anhydrideHCID 666165095-(3,4-dimethoxyphenyl)-4-methyl-2-piperidin-4-yl-4-propyl-2,4-dihydro-3H-pyrazol-3-one hydrochloride2×HCID 666166092-[1-(chloroacetyl)piperidin-4-yl]-5-(3,4-dimethoxyphenyl)-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one

Product 1

HCID 666167362-[1-(chloroacetyl)piperidin-4-yl]-5-(3,4-dimethoxyphenyl)-4-methyl-4-propyl-2,4-dihydro-3H-pyrazol-3-one

Procedure

Prepared analogously as described for A1 using 5-(3,4-dimethoxyphenyl)-4-methyl-2-piperidin-4-yl-4-propyl-2,4-dihydro-3H-pyrazol-3-one hydrochloride (compound B8) and chloroacetic anhydride as starting compounds.

Workup

  1. customPrepared analogously

Sources & evidence

ORD record
ord-63f27bae2f2a49bebd9e5e33d2a2e965
Source dataset
uspto-grants-2014_10
Patent number
US08865745B2

Reaction notes

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