Phosphorus oxychloride → 4-Chloro-3-cyano-5-methoxy-pyrrolo[1,2-b]pyridazine-6-carboxylic acid ethyl ester

HRID 1796625Notes

Reaction equation

HRID 1796625 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([O:18][CH3:19])=[C:8]2[C:13](O)=[C:12]([C:15]#[N:16])[CH:11]=[N:10][N:9]2[CH:17]=1)=[O:5])[CH3:2].O=P(Cl)(Cl)[Cl:22]>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([O:18][CH3:19])=[C:8]2[C:13]([Cl:22])=[C:12]([C:15]#[N:16])[CH:11]=[N:10][N:9]2[CH:17]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178469451HCID 178469451, compound

Product 1

HCID 693275004-Chloro-3-cyano-5-methoxy-pyrrolo[1,2-b]pyridazine-6-carboxylic acid ethyl ester

Conditions

Temperature
110 °C

Procedure

A mixture of 0.46 g of crude 393F in POCl3 (5 ml) was heated at 110° C. for 1 h. Excess of POCl3 was removed on a rotary evaporator, the residue was dissolved in CH2Cl2, washed with aqueous NaHCO3, dried and concentrated to give 0.37 g of crude 393G which was used in next step without purification.

Workup

  1. customExcess of POCl3 was removed on a rotary evaporator
  2. dissolutionthe residue was dissolved in CH2Cl2
  3. washwashed with aqueous NaHCO3
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-027d83161bad44e3889880176fb3d559
Source dataset
uspto-grants-2006_04
Patent number
US07030112B2

Reaction notes

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