Ethyl orthoformate → HCID 86723283, compound

HRID 1846061Notes

Reaction equation

HRID 1846061 reaction equation
[Cl:1][C:2]1[C:3]([NH2:12])=[C:4]([NH:8][CH2:9][CH2:10][CH3:11])[N:5]=[N:6][CH:7]=1.[CH:13](OCC)(OCC)OCC>>[Cl:1][C:2]1[C:3]2[N:12]=[CH:13][N:8]([CH2:9][CH2:10][CH3:11])[C:4]=2[N:5]=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 86723282HCID 86723282, compound

Product 1

HCID 86723283HCID 86723283, compoundYield 47%

Conditions

Temperature
140 °C

Procedure

A mixture of 5-chloro-N3-propylpyridazine-3,4-diamine (Preparation 100, 800 mg, 4.30 mmol) and triethyl orthoformate (10 mL) was heated at 140° C. for 4 hours. After evaporation in vacuo, the crude residue was purified by silica gel column chromatography eluting with CH2Cl2:MeOH 98:2 to afford the title compound as a brown solid in 47% yield, 400 mg.

Workup

  1. customAfter evaporation in vacuo
  2. customthe crude residue was purified by silica gel column chromatography
  3. washeluting with CH2Cl2:MeOH 98:2

Sources & evidence

ORD record
ord-e859c9bd11254f15b0064b616105729a
Source dataset
uspto-grants-2015_02
Patent number
US08952008B2

Reaction notes

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