Triethylamine → Methyl 5-chloro-2-methoxynicotinate

HRID 66588노트

반응식

HRID 66588 반응식
[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

참가 물질

4

반응물 2

HCID 8471TriethylamineHCID 98369735-Chloro-2-methoxynicotinic acid

생성물 1

HCID 13282891Methyl 5-chloro-2-methoxynicotinate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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)].

후처리

  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

출처 및 근거

ORD 기록
ord-a69d5544f5ee4944a6b3328f9908c18b
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04342771

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