HCID 14347114, compound → HCID 14722194, compound

HRID 2352186Notes

Reaction equation

HRID 2352186 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][C:10]1[N:15]=[C:14]([C:16]2[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=2)[CH:13]=[CH:12][N:11]=1>Br>[N:18]1[CH:19]=[CH:20][CH:21]=[C:16]([C:14]2[CH:13]=[CH:12][N:11]=[C:10]([NH:9][C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[OH:2])[N:15]=2)[CH:17]=1

Participants

3

Reactant 1

HCID 14347114HCID 14347114, compound

Product 1

HCID 14722194HCID 14722194, compoundYield 10.5%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A mixture of 35 g of N-(2-methoxyphenyl)-4-(3-pyridinyl)-2-pyrimidinamine in 200 ml of 47% aqueous hydrobromic acid was refluxed for 7 hours and then evaporated. The residue was mixed with saturated aqueous potassium bicarbonate and allowed to stand overnight, then filtered. The filtrate was concentrated, giving 3.5 g of the desired compound, mp 166°-169° C.

Workup

  1. temperaturewas refluxed for 7 hours
  2. customevaporated
  3. additionThe residue was mixed with saturated aqueous potassium bicarbonate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-de52c80ad72947e2b497d3cac0ff2dd3
Source dataset
uspto-grants-1989_10
Patent number
US04876252

Reaction notes

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