2-cyclopropylmethyl-4-[3-(4-tert-butoxycarbonyl-1-piperazinyl)propyl]-6-(3-fluoro-4-methoxyphenyl)-2H-pyridazin-3-one → 4-(3-aminopropyl)-2-cyclopropylmethyl-6-(3-fluoro-4-methoxyphenyl)-2H-pyridazin-3-one

HRID 8046

Reaction equation

HRID 8046 reaction equation
[CH:1]1([CH2:4][N:5]2[C:10](=[O:11])[C:9]([CH2:12][CH2:13][CH2:14][N:15]3CCN(C(OC(C)(C)C)=O)CC3)=[CH:8][C:7]([C:28]3[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[C:30]([F:36])[CH:29]=3)=[N:6]2)[CH2:3][CH2:2]1.C1(CN2C(=O)C(CCCOS(C)(=O)=O)=CC(C3C=CC(OC)=C(F)C=3)=N2)CC1>>[NH2:15][CH2:14][CH2:13][CH2:12][C:9]1[C:10](=[O:11])[N:5]([CH2:4][CH:1]2[CH2:3][CH2:2]2)[N:6]=[C:7]([C:28]2[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[C:30]([F:36])[CH:29]=2)[CH:8]=1

Participants

3

Reactant 2

HCID 219913982-cyclopropylmethyl-4-[3-(4-tert-butoxycarbonyl-1-piperazinyl)propyl]-6-(3-fluoro-4-methoxyphenyl)-2H-pyridazin-3-oneHCID 219915592-cyclopropylmethyl-6-(3-fluoro-4-methoxyphenyl)-4-(3-metha nesulfonyloxypropyl)-2H-pyridazin-3-one

Product 1

HCID 98806324-(3-aminopropyl)-2-cyclopropylmethyl-6-(3-fluoro-4-methoxyphenyl)-2H-pyridazin-3-oneYield 67.8%

Procedure

Following the procedure of Example 24 (1), 2-cyclopropylmethyl-6-(3-fluoro-4-methoxyphenyl)-4-(3-methanesulfonyloxypropyl)-2H-pyridazin-3-one was reacted to yield a crude product. Without purification, the crude product was reacted further in accordance with the procedure of Example 24 (2) to yield the title compound as a yellow oil (yield: 67.8%).

Workup

  1. customwas reacted
  2. customto yield a crude product
  3. customWithout purification
  4. customthe crude product was reacted further in accordance with the procedure of Example 24 (2)

Sources & evidence

ORD record
ord-b29c56e897174da09d88d654baf61f7f
Source dataset
uspto-grants-2006_08
Patent number
US07087606B2

Linked notes

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