Triethylamine → Methyl 5-chloro-2-methoxynicotinate

HRID 580548ノート

反応式

HRID 580548 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:10]([OH:12])=[O:11])[C:5]([O:8][CH3:9])=[N:6][CH:7]=1.[CH2:13](N(CC)CC)C>CO>[Cl:1][C:2]1[CH:3]=[C:4]([C:10]([O:12][CH3:13])=[O:11])[C:5]([O:8][CH3:9])=[N:6][CH:7]=1

参加物

4

反応物 2

HCID 8471TriethylamineHCID 98369735-Chloro-2-methoxynicotinic acid

生成物 1

HCID 13282891Methyl 5-chloro-2-methoxynicotinate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

By the procedure of Example 1, 5-chloro-2-methoxypyridine-3-carboxylic acid [Sarges et al., J. Med. Chem. 19, 709 (1976); 10 g.] was converted to its acid chloride, which was added in one portion to 150 ml. of methanol (slight exotherm), then made basic with triethylamine (approximately 1.1 equivalents). The reaction mixture was evaporated to solids and the residue partitioned between ethyl acetate and water. The ethyl acetate layer was washed with fresh water and then brine, dried over anhydrous magnesium sulfate, filtered and evaporated to yield title product [9.75 g., m.p. 79°-81° C.; pnmr/CDCl3 /delta (ppm) 3.8 (s, 3H), 4.1 (s, 3H), 8.1 (d, 1H), 8.3 (d, 1H)].

後処理

  1. additionwas added in one portion to 150 ml
  2. customThe reaction mixture was evaporated to solids
  3. customthe residue partitioned between ethyl acetate and water
  4. washThe ethyl acetate layer was washed with fresh water
  5. dry with materialbrine, dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-7e826024ec0e4e67875e994a5a7a9233
出典データセット
uspto-grants-1988_06
特許番号
US04753956

反応ノート

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