HCID 68704968, compound → HCID 136388716, compound

HRID 42638Notes

Reaction equation

HRID 42638 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]([C:20]3[C:21]([C:26]([F:29])([F:28])[F:27])=[N:22][CH:23]=[CH:24][CH:25]=3)[N:15]=2)[CH:6]=[C:7]([N+:11]([O-:13])=[O:12])[C:8]=1[O:9]C>Br>[N+:11]([C:7]1[CH:6]=[C:5]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]([C:20]3[C:21]([C:26]([F:29])([F:28])[F:27])=[N:22][CH:23]=[CH:24][CH:25]=3)[N:15]=2)[CH:4]=[C:3]([OH:2])[C:8]=1[OH:9])([O-:13])=[O:12]

Participants

3

Reactant 1

HCID 68704968HCID 68704968, compound

Product 1

HCID 136388716HCID 136388716, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
140 °C

Procedure

A suspension of 4-(3,4-dimethoxy-5-nitrophenyl)-2-(2-(trifluoromethyl)pyridin-3-yl)pyrimidine (0.239 g, 0.59 mmol) in 48% hydrobromic acid (5 mL) was stirred at 140° C. for four hours and then allowed to cool to room temperature. The mixture was poured onto ice-water (100 mL) and the resulting filtrate was filtered off, washed with water and dried to give 3-nitro-5-(2-(2-(trifluoromethyl)pyridin-3-yl)pyrimidin-4-yl)benzene-1,2-diol, 0.201 g (90%).

Workup

  1. temperatureto cool to room temperature
  2. additionThe mixture was poured onto ice-water (100 mL)
  3. filtrationthe resulting filtrate was filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-7fbd9b8cd62d40bd88a3206a259a6b49
Source dataset
uspto-grants-2013_09
Patent number
US08536203B2

Reaction notes

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