Phosphorus oxychloride → HCID 59198428, compound

HRID 1896505Notes

Reaction equation

HRID 1896505 reaction equation
O[C:2]1[C:14]2[C:13]3[CH:12]=[CH:11][C:10]([C:15]([F:18])([F:17])[F:16])=[CH:9][C:8]=3[NH:7][C:6]=2[C:5]([C:19]#[N:20])=[CH:4][N:3]=1.O=P(Cl)(Cl)[Cl:23].C([O-])(O)=O.[Na+]>CCOC(C)=O>[Cl:23][C:2]1[C:14]2[C:13]3[CH:12]=[CH:11][C:10]([C:15]([F:18])([F:17])[F:16])=[CH:9][C:8]=3[NH:7][C:6]=2[C:5]([C:19]#[N:20])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 178510358HCID 178510358, compound

Product 1

HCID 59198428HCID 59198428, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
175 °C

Procedure

A mixture of 1-hydroxy-7-(trifluoromethyl)-5H-pyrido[4,3-b]indole-4-carbonitrile in an excess of POCl3 was heated in a microwave apparatus at 175° C. for a period of 13 min. The reaction mixture was poured slowly into cold EtOAc and saturated NaHCO3. The organic phase was separated, dried over Na2SO4, filtered and evaporated to give the title compound.

Workup

  1. customThe organic phase was separated
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-2ccfc253954144e38c40b7b88ce85f1b
Source dataset
uspto-grants-2013_08
Patent number
US08518964B2

Reaction notes

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