Methyl 4-amino-5-fluoro-3-chloro-6-(4-chlorophenyl)picolinate → HCID 22677347、化合物

HRID 1837460ノート

反応式

HRID 1837460 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

HCID 22677347HCID 22677347、化合物収率 173.4%

試薬・触媒・溶媒 2

HCID 164767Methanol, titanium(4+) salt (4:1)触媒HCID 81741-Decanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c606d8ccca6442c8b6ccd43353504e9f
出典データセット
uspto-grants-2004_08
特許番号
US06784137B2

反応ノート

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