2-Chloro-6-fluorobenzaldehyde → HCID 23503291, compound

HRID 1835167Notes

Reaction equation

HRID 1835167 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[C:6]2[CH:9]=[CH:10][S:11][C:5]=2[C:4]([CH2:12][CH:13]([CH3:15])[CH3:14])=[N:3]1.[Cl:16][C:17]1[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[C:18]=1[CH:19]=O>>[Cl:16][C:17]1[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[C:18]=1[CH2:19][C:10]1[S:11][C:5]2[C:4]([CH2:12][CH:13]([CH3:15])[CH3:14])=[N:3][N:2]([CH3:1])[C:7](=[O:8])[C:6]=2[CH:9]=1

Participants

3

Reactant 2

HCID 678472-Chloro-6-fluorobenzaldehydeHCID 22054401HCID 22054401, compound

Product 1

HCID 23503291HCID 23503291, compoundYield 4.3%

Procedure

Prepared from 5-methyl-7-(2-methylpropyl)thieno[2,3d]pyridazin-4(5H)one (example 6 step b 1.00 g) and 2chloro-6-fluorobenzaldehyde (0.96 g) according to the is procedure of Example 14. The crude product was purified by preparative normal-phase HPLC with gradient dichloromethane/ethanol elution followed by recrystallisation from isohexane to give the title compound (0.07 g).

Workup

  1. customThe crude product was purified by preparative normal-phase HPLC with gradient dichloromethane/ethanol elution
  2. customfollowed by recrystallisation from isohexane

Sources & evidence

ORD record
ord-1fcd0f5664aa44c2b5c553bda71c5f9d
Source dataset
uspto-grants-2004_08
Patent number
US06770646B2

Reaction notes

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