Methyl 4-amino-5-fluoro-3-chloro-6-(4-chlorophenyl)picolinate → HCID 22677347, 화합물

HRID 1837460노트

반응식

HRID 1837460 반응식
[NH2:1][C:2]1[C:7]([F:8])=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[N:5]=[C:4]([C:16]([O:18][CH3:19])=[O:17])[C:3]=1[Cl:20]>C(O)CCCCCCCCC.C[O-].[Ti+4].C[O-].C[O-].C[O-]>[NH2:1][C:2]1[C:7]([F:8])=[C:6]([C:9]2[CH:10]=[CH:11][C:12]([Cl:15])=[CH:13][CH:14]=2)[N:5]=[C:4]([C:16]([O:18][CH2:19][CH2:4][CH2:3][CH2:2][CH2:7][CH2:6][CH2:9][CH2:10][CH2:11][CH3:12])=[O:17])[C:3]=1[Cl:20]

참가 물질

4

반응물 1

HCID 22677303Methyl 4-amino-5-fluoro-3-chloro-6-(4-chlorophenyl)picolinate

생성물 1

HCID 22677347HCID 22677347, 화합물수율 173.4%

시약·촉매·용매 2

HCID 164767Methanol, titanium(4+) salt (4:1)촉매HCID 81741-Decanol용매

실험 절차

Methyl 4-amino-3-chloro-5-fluoro-6-(4-chlorophenyl)pyridine-2-carboxylate (0.545 g, 1.73 mmol) was suspended in decanol (20 mL) and titanium methoxide (0.029 g, 1.73 mmol) was added and the mixture heated under reflux for five hours. The reaction mixture was concentrated and the residue dissolved in ethyl acetate (100 mL) and washed with water (100 mL) and saturated sodium bicarbonate solution (100 mL). The organic phase was dried (MgSO4) and concentrated to give decyl 4-amino-3-chloro-5-fluoro-6-(4-chlorophenyl)pyridine-2-carboxylate (0.67 g, 1.5 mmol), mp 62-63° C.

후처리

  1. temperaturethe mixture heated
  2. temperatureunder reflux for five hours
  3. concentrationThe reaction mixture was concentrated
  4. dissolutionthe residue dissolved in ethyl acetate (100 mL)
  5. washwashed with water (100 mL) and saturated sodium bicarbonate solution (100 mL)
  6. dry with materialThe organic phase was dried (MgSO4)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c606d8ccca6442c8b6ccd43353504e9f
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06784137B2

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