(Bromomethyl)cyclopentane → 2-cyclopentylmethyl-6-(3-fluoro-4-methoxyphenyl)-4-methoxycarbonyl-2H-pyridazin-3-one

HRID 8002Notes

Reaction equation

HRID 8002 reaction equation
FC1C=C(F)C=C[C:3]=1[C:9]1[CH:10]=[C:11]([CH2:20]O)[C:12](=O)N(CC(C)C)N=1.[F:22][C:23]1[CH:24]=[C:25]([C:31]2[CH:32]=[C:33]([C:38]([O:40][CH3:41])=[O:39])[C:34](=[O:37])[NH:35][N:36]=2)[CH:26]=[CH:27][C:28]=1[O:29][CH3:30].C1(CBr)CCCC1>>[CH:11]1([CH2:12][N:35]2[C:34](=[O:37])[C:33]([C:38]([O:40][CH3:41])=[O:39])=[CH:32][C:31]([C:25]3[CH:26]=[CH:27][C:28]([O:29][CH3:30])=[C:23]([F:22])[CH:24]=3)=[N:36]2)[CH2:10][CH2:9][CH2:3][CH2:20]1

Participants

4

Reactant 3

HCID 12723264(Bromomethyl)cyclopentaneHCID 219914326-(3-fluoro-4-methoxyphenyl)-4-methoxycarbonyl-2H-pyridazin-3-oneHCID 219916626-(2,4-difluorophenyl)-4-hydroxymethyl-2-isobutyl-2H-pyridazin-3-one

Product 1

HCID 219916512-cyclopentylmethyl-6-(3-fluoro-4-methoxyphenyl)-4-methoxycarbonyl-2H-pyridazin-3-oneYield 72%

Procedure

Following the procedure of Example 1 (6), 6-(3-fluoro-4-methoxyphenyl)-4-methoxycarbonyl-2H-pyridazin-3-one and cyclopentylmethyl bromide {J. Org. Chem., 36, 3103 (1971)} were reacted to yield the title compound as yellow needles (yield: 72.0%).

Workup

  1. custom, 36, 3103 (1971)} were reacted

Sources & evidence

ORD record
ord-70106503310b486f9426aa13d75982e5
Source dataset
uspto-grants-2006_08
Patent number
US07087606B2

Reaction notes

Loading…