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

HRID 8022Notes

Reaction equation

HRID 8022 reaction equation
C(OC(N1CC[N:11]([CH2:14][C:15]2[C:16](=[O:40])[N:17]([CH2:30][CH2:31][CH2:32][C:33]3[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=3)[N:18]=[C:19]([C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([F:29])[CH:22]=3)[CH:20]=2)CC1)=O)(C)(C)C.FC1C=C(C2C=C(COS(C)(=O)=O)C(=O)N(CCCC3C=CC(F)=CC=3)N=2)C=CC=1OC>>[NH2:11][CH2:14][C:15]1[C:16](=[O:40])[N:17]([CH2:30][CH2:31][CH2:32][C:33]2[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=2)[N:18]=[C:19]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([F:29])[CH:22]=2)[CH:20]=1

Participants

3

Reactant 2

HCID 219914644-(4-tert-butoxycarbonyl-1-piperazinyl)methyl-6-(3-fluoro-4-methoxyphenyl)-2-[3-(4-fluorophenyl)propyl]-2H-pyridazin-3-oneHCID 219916146-(3-Fluoro-4-methoxyphenyl)-2-[3-(4-fluorophenyl)propyl]-4-methanesulfonyloxymethyl-2h-pyridazin-3-one

Product 1

HCID 101106174-aminomethyl-6-(3-fluoro-4-methoxyphenyl)-2-[3-(4-fluorophenyl)propyl]-2H-pyridazin-3-oneYield 41.7%

Procedure

Following the procedure of Example 24 (1), 6-(3-fluoro-4-methoxyphenyl)-2-[3-(4-fluorophenyl)propyl]-4-methanesulfonyloxymethyl-2H-pyridazin-3-one was reacted to a crude product. Without purification, the crude product was reacted in accordance with the procedure of Example 24 (2) to yield the title compound as a pale yellow crystalline powder (yield: 41.7%).

Workup

  1. customWithout purification
  2. customthe crude product was reacted in accordance with the procedure of Example 24 (2)

Sources & evidence

ORD record
ord-6c2a06e8771b47df9c4944efecfcbe1f
Source dataset
uspto-grants-2006_08
Patent number
US07087606B2

Reaction notes

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