4-(4-tert-butoxycarbonyl-1-piperazinyl)methyl-2-(4-fluorobenzyl)-6-(3-fluoro-4-methoxyphenyl)-2H-pyridazin-3-one → 4-aminomethyl-2-(4-fluorobenzyl)-6-(3-fluoro-4-methoxyphenyl)-2H-pyridazin-3-one

HRID 8015Notes

Reaction equation

HRID 8015 reaction equation
C(OC(N1CC[N:11]([CH2:14][C:15]2[C:16](=[O:38])[N:17]([CH2:30][C:31]3[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=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=CC(CN2C(=O)C(COS(C)(=O)=O)=CC(C3C=CC(OC)=C(F)C=3)=N2)=CC=1>>[NH2:11][CH2:14][C:15]1[C:16](=[O:38])[N:17]([CH2:30][C:31]2[CH:32]=[CH:33][C:34]([F:37])=[CH:35][CH:36]=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 219915144-(4-tert-butoxycarbonyl-1-piperazinyl)methyl-2-(4-fluorobenzyl)-6-(3-fluoro-4-methoxyphenyl)-2H-pyridazin-3-oneHCID 219916762-(4-fluorobenzyl)-6-(3-fluoro-4-methoxyphenyl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one

Product 1

HCID 99467984-aminomethyl-2-(4-fluorobenzyl)-6-(3-fluoro-4-methoxyphenyl)-2H-pyridazin-3-oneYield 50.4%

Procedure

Following the procedure of Example 24 (1), 2-(4-fluorobenzyl)-6-(3-fluoro-4-methoxyphenyl)-4-methanesulfonyloxymethyl-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 pale brown crystalline powder (yield: 50.4%).

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-f9edb749026f4a45b2f9abb04991d1b4
Source dataset
uspto-grants-2006_08
Patent number
US07087606B2

Reaction notes

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