Phosphorus oxychloride → HCID 59447943, compound

HRID 1916293Notes

Reaction equation

HRID 1916293 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([C:9]3[C:17](O)=[N:16][CH:15]=[N:14][C:10]=3[NH:11]2)=[CH:7][CH:6]=1)=[O:4].O=P(Cl)(Cl)[Cl:21]>>[CH3:1][O:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([C:9]3[C:17]([Cl:21])=[N:16][CH:15]=[N:14][C:10]=3[NH:11]2)=[CH:7][CH:6]=1)=[O:4]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178497210HCID 178497210, compound

Product 1

HCID 59447943HCID 59447943, compound

Conditions

Temperature
90 °C

Procedure

A mixture of 4-hydroxy-9H-pyrimido[4,5-b]indole-7-carboxylic acid methyl ester (215 mg, 0.88 mmol) and POCl3 (2 mL) was heated at 90° C. for 2 hours. Upon cooling the reaction mixture was concentrated in vacuo to give the title compound and used immediately in the subsequent synthesis. LC-MS (1) Rt 1.79 min; m/z (ES+) 262/264.

Workup

  1. temperatureUpon cooling the reaction mixture
  2. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-5f468043e74a4881bc5c06828f223f68
Source dataset
uspto-grants-2013_12
Patent number
US08618121B2

Reaction notes

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