Triphosgene → HCID 178518402, compound

HRID 42358Notes

Reaction equation

HRID 42358 reaction equation
[NH2:1][C:2]1[C:3]([C:15]([NH2:17])=[O:16])=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1.Cl[C:19](Cl)([O:21]C(=O)OC(Cl)(Cl)Cl)Cl>O1CCOCC1>[F:14][C:11]1[CH:10]=[CH:9][C:8]([C:5]2[CH:6]=[CH:7][C:2]3[N:1]=[C:19]([OH:21])[N:17]=[C:15]([OH:16])[C:3]=3[N:4]=2)=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 94429TriphosgeneHCID 596479063-Amino-6-(4-fluorophenyl)picolinamide

Product 1

HCID 178518402HCID 178518402, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 3-amino-6-(4-fluorophenyl)picolinamide (2.48 g) and triphosgene in 1,4-dioxane (50 mL) was heated to 100° C. for 1 hour. Cooling and filtration provided 2.2 g of 6-(4-fluorophenyl)pyrido[3,2-d]pyrimidine-2,4-diol which was characterized by its mass spectrum as follows: MS (m/z) 258 [M+H]+.

Workup

  1. temperatureCooling
  2. filtrationfiltration

Sources & evidence

ORD record
ord-dfeb68a0d1b54599b1d628b0e80a357a
Source dataset
uspto-grants-2013_09
Patent number
US08536187B2

Reaction notes

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