Phosphorus oxychloride → HCID 57799589, compound

HRID 2100760Notes

Reaction equation

HRID 2100760 reaction equation
O[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:15][CH3:16])=[C:9]([C:12]([NH2:14])=O)[CH:10]=2)[CH:5]=[C:4]([NH:17][C:18]2[CH:22]=[C:21]([CH3:23])[NH:20][N:19]=2)[N:3]=1.O=P(Cl)(Cl)[Cl:26]>>[Cl:26][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:15][CH3:16])=[C:9]([C:12]#[N:14])[CH:10]=2)[CH:5]=[C:4]([NH:17][C:18]2[CH:22]=[C:21]([CH3:23])[NH:20][N:19]=2)[N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178486652HCID 178486652, compound

Product 1

HCID 57799589HCID 57799589, compoundYield 70%

Conditions

Temperature
130 °C

Procedure

A mixture of 1-Hydroxy-6-methoxy-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinoline-7-carboxylic acid amide (0.4 g, 1.28 mmol) in POCl3 (10 ml) was sealed in microwave process vial (20 ml). The mixture was heated at 130° C. for 30 minutes under microwave irradiation. The mixture was concentrated, and the residue was poured into ice water, and the precipitate was collected and purified by preparative HPLC to give product (0.28 g, 70%). LC-MS: m/e 314 (MH+).

Workup

  1. customwas sealed in microwave process vial (20 ml)
  2. concentrationThe mixture was concentrated
  3. additionthe residue was poured into ice water
  4. customthe precipitate was collected
  5. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-4bf0613cf5314fc58bbd7fcc68ecb491
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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