Ammonia → HCID 59126897, compound

HRID 1912304Notes

Reaction equation

HRID 1912304 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[C:6](Cl)[N:5]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([O:18][CH3:19])[C:12]=2[F:20])[N:3]=1.O.[NH3:22]>>[Cl:1][C:2]1[N:3]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([O:18][CH3:19])[C:12]=2[F:20])[N:5]=[C:6]([NH2:22])[C:7]=1[O:8][CH3:9]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 59126948HCID 59126948, compound

Product 1

HCID 59126897HCID 59126897, compoundYield 88%

Conditions

Temperature
125 °C

Procedure

4,6-Dichloro-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-methoxy-pyrimidine (500 mg, 1.5 mmol) was suspended in ammonia saturated ethanol (10 mL) and heated in a CEM microwave at 125° C. for 30 min. The mixture was poured into 15 mL water and extracted with ethyl acetate thrice. The combined organic phases were washed once with brine, dried and evaporated to give the title compound (420 mg, 88% yield: 1H NMR (DMSO-d6) δ 7.59 (dd, 1H), 7.45 (br s, 2H), 7.39 (dd, 1H), 3.91 (s, 3H), 3.76 (s, 3H).

Workup

  1. extractionextracted with ethyl acetate thrice
  2. washThe combined organic phases were washed once with brine
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-414aea768f074e949d9aca26414b0a6b
Source dataset
uspto-grants-2013_12
Patent number
US08609592B2

Reaction notes

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