Cyclopropanecarbonyl chloride → Cyclopropanecarboxylic acid {4-[6-(4-cyclopropylpiperazin-1-yl)pyridazin-3-yl]phenyl}amide

HRID 80935Notes

Reaction equation

HRID 80935 reaction equation
[CH:1]1([N:4]2[CH2:9][CH2:8][N:7]([C:10]3[N:15]=[N:14][C:13]([C:16]4[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=4)=[CH:12][CH:11]=3)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1.[CH:23]1([C:26](Cl)=[O:27])[CH2:25][CH2:24]1>>[CH:1]1([N:4]2[CH2:5][CH2:6][N:7]([C:10]3[N:15]=[N:14][C:13]([C:16]4[CH:21]=[CH:20][C:19]([NH:22][C:26]([CH:23]5[CH2:25][CH2:24]5)=[O:27])=[CH:18][CH:17]=4)=[CH:12][CH:11]=3)[CH2:8][CH2:9]2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 67145153HCID 67145153, compound

Product 1

HCID 58006683Cyclopropanecarboxylic acid {4-[6-(4-cyclopropylpiperazin-1-yl)pyridazin-3-yl]phenyl}amide

Procedure

The title compound was prepared by a similar procedure to that described in Example 170, starting from 4-[6-(4-cyclopropyl-piperazin-1-yl)-pyridazin-3-yl]-phenylamine and cyclopropanecarbonyl chloride. 1H NMR (300 MHz, DMSO-d6) δ 10.30 (s, 1H), 7.93 (d, 2H), 7.86 (d, 1H), 7.67 (d, 2H), 7.30 (d, 1H), 3.57-3.54 (m, 4H), 2.64-2.62 (m, 4H), 1.79-1.74 (m, 1H), 1.65-1.62 (m, 1H), 0.78 (d, 4H), 0.43-0.41 (m, 2H), 0.35-0.30 (m, 2H).

Sources & evidence

ORD record
ord-7687c28065aa4660ab5e60886c7bf08e
Source dataset
uspto-grants-2014_09
Patent number
US08846677B2

Reaction notes

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