Methyl 2-benzyl-3-oxopropanoate → 6-(4-benzyl-5-oxo-2,5-dihydro-1H-pyrazol-1-yl)-N-[3-(benzyloxy)propyl]-N-cyclopentylpyridine-3-sulfonamide

HRID 45251Notes

Reaction equation

HRID 45251 reaction equation
[CH2:1]([CH:8]([CH:13]=O)[C:9]([O:11]C)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:15]([O:22][CH2:23][CH2:24][CH2:25][N:26]([CH:38]1[CH2:42][CH2:41][CH2:40][CH2:39]1)[S:27]([C:30]1[CH:31]=[N:32][C:33]([NH:36][NH2:37])=[CH:34][CH:35]=1)(=[O:29])=[O:28])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:1]([C:8]1[C:9](=[O:11])[N:36]([C:33]2[N:32]=[CH:31][C:30]([S:27]([N:26]([CH2:25][CH2:24][CH2:23][O:22][CH2:15][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:38]3[CH2:42][CH2:41][CH2:40][CH2:39]3)(=[O:29])=[O:28])=[CH:35][CH:34]=2)[NH:37][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 15570304Methyl 2-benzyl-3-oxopropanoateHCID 67455278N-[3-(benzyloxy)propyl]-N-cyclopentyl-6-hydrazinylpyridine-3-sulfonamide

Product 1

HCID 674548866-(4-benzyl-5-oxo-2,5-dihydro-1H-pyrazol-1-yl)-N-[3-(benzyloxy)propyl]-N-cyclopentylpyridine-3-sulfonamideYield 55%

Procedure

According to the process described in Example 1.3, starting with 0.19 g of methyl 2-benzyl-3-oxopropanoate and 0.4 g of N-[3-(benzyloxy)propyl]-N-cyclopentyl-6-hydrazinylpyridine-3-sulfonamide, 0.29 g of 6-(4-benzyl-5-oxo-2,5-dihydro-1H-pyrazol-1-yl)-N-[3-(benzyloxy)propyl]-N-cyclopentylpyridine-3-sulfonamide is obtained in the form of a beige-coloured solid.

Sources & evidence

ORD record
ord-7827f2a9f51e4049a8aa62430ec89f88
Source dataset
uspto-grants-2013_09
Patent number
US08541455B2

Reaction notes

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