HCID 46203538, compound → HCID 178516410, compound

HRID 1724859Notes

Reaction equation

HRID 1724859 reaction equation
C[O:2][C:3]1[CH:12]=[C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][N:15]=2)[C:10]2[C:5](=[CH:6][C:7]([C:24]3[C:29]([C:30]([F:33])([F:32])[F:31])=[CH:28][CH:27]=[CH:26][N:25]=3)=[CH:8][N:9]=2)[N:4]=1>Br.C(O)(=O)C>[F:33][C:30]([F:31])([F:32])[C:29]1[C:24]([C:7]2[CH:6]=[C:5]3[C:10]([C:11]([NH:13][C:14]4[CH:19]=[CH:18][C:17]([C:20]([F:21])([F:22])[F:23])=[CH:16][N:15]=4)=[CH:12][C:3]([OH:2])=[N:4]3)=[N:9][CH:8]=2)=[N:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 1

HCID 46203538HCID 46203538, compound

Product 1

HCID 178516410HCID 178516410, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent

Procedure

Heat a solution of 2-methoxy-7-[3-(trifluoromethyl)pyridin-2-yl]-N-[5-(trifluoromethyl)pyridin-2-yl]-[1,5]naphthyridin-4-amine (300 mg) in 33% hydrogen bromide in acetic acid (10 mL) at 100° C. for 18 hours. Evaporate to dryness, add saturated aqueous sodium bicarbonate (10 mL) and extract with EtOAc. Dry over Na2SO4, and concentrate under vacuum.

Workup

  1. customEvaporate to dryness
  2. additionadd saturated aqueous sodium bicarbonate (10 mL)
  3. extractionextract with EtOAc
  4. dry with materialDry over Na2SO4
  5. concentrationconcentrate under vacuum

Sources & evidence

ORD record
ord-315131018f234254a1bca35634fdf5f7
Source dataset
uspto-grants-2009_02
Patent number
US07488740B2

Reaction notes

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