tert-Butyl methyl ether → HCID 86653300, compound

HRID 1957908Notes

Reaction equation

HRID 1957908 reaction equation
O.[NH2:2][NH2:3].[Cl:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:6]=1[C:12]1[C:13](=O)[O:14][C:15](O)([CH3:24])[C:16]=1[C:17]1[CH:18]=[N:19][C:20]([Cl:23])=[CH:21][CH:22]=1.COC(C)(C)C>C(O)CCC>[Cl:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:6]=1[C:12]1[C:13](=[O:14])[NH:2][N:3]=[C:15]([CH3:24])[C:16]=1[C:17]1[CH:18]=[N:19][C:20]([Cl:23])=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 15413tert-Butyl methyl etherHCID 24654Hydrazine hydrate (1:1)HCID 86653301HCID 86653301, compound

Product 1

HCID 86653300HCID 86653300, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
0 °C

Procedure

Hydrazine hydrate (12 g) is added to a solution of 3-(2-chloro-6-fluoro-phenyl)-4-(6-chloro-pyridin-3-yl)-5-hydroxy-5-methyl-5H-furan-2-one (Compound No. II.a.1, 80 g) in 400 ml of 1-butanol and this mixture is heated for 7 h to 120° C. Subsequently, the mixture is poured into 400 ml of tert-butyl methyl ether. The resulting mixture is stirred for 30 min, then cooled to 0° C. and filtered. The solid remainder is washed with tert-butyl methyl ether to deliver 4-(2-chloro-6-fluoro-phenyl)-5-(6-chloro-pyridin-3-yl)-6-methyl-2H-pyridazin-3-one (Compound No. I.a.01) as colourless solid.

Workup

  1. temperaturethis mixture is heated for 7 h to 120° C
  2. filtrationfiltered
  3. washThe solid remainder is washed with tert-butyl methyl ether

Sources & evidence

ORD record
ord-98e68468bdc6461aa7fd5638d4378afa
Source dataset
uspto-grants-2013_04
Patent number
US08410026B2

Reaction notes

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