Triethylamine → Methyl 5-chloro-2-methoxynicotinate

HRID 1194015ノート

反応式

HRID 1194015 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-5b1283a42bbb4353914042011c09a60e
出典データセット
uspto-grants-1989_03
特許番号
US04812471

反応ノート

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