Dimethylamine, hydrochloride → 5-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid dimethylamide

HRID 572276

반응식

HRID 572276 반응식
[CH3:1][C:2]1[C:3]([C:11]2[S:15][C:14]([C:16]([OH:18])=O)=[CH:13][CH:12]=2)=[N:4][O:5][C:6]=1[C:7]([F:10])([F:9])[F:8].Cl.[CH3:20][NH:21][CH3:22]>C(N(CC)CC)C>[CH3:20][N:21]([CH3:22])[C:16]([C:14]1[S:15][C:11]([C:3]2[C:2]([CH3:1])=[C:6]([C:7]([F:10])([F:9])[F:8])[O:5][N:4]=2)=[CH:12][CH:13]=1)=[O:18]

참가 물질

4

반응물 2

HCID 10473Dimethylamine, hydrochlorideHCID 252109975-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid

생성물 1

HCID 252110945-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid dimethylamide수율 72%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

Prepared from 5-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid and dimethylamine hydrochloride by the method described in Example 2 Method B utilizing an additional equivalent of triethylamine. The reaction mixture was evaporated to a solid then triturated and filtered with the aid of water to afford product as a colorless solid (110 mg, 72%). 1H NMR (CDCl3) 2.37 (s, 3H), 3.22 (br s, 6H), 7.41 (d, J=4.0, 1H), 7.47 (d, J=4.0, 1H). 13C NMR 7.9, 37.0 (br), 39.8 (br), 114.7, 118.8 (q, J=271), 128.0, 129.7, 131.6, 140.9, 155.7 (q, J=41), 158.0, 163.7. 19F NMR −63.2. LC/MS 6.03 min, [M+1]+ 305.

후처리

  1. customThe reaction mixture was evaporated to a solid
  2. customthen triturated
  3. filtrationfiltered with the aid of water

출처 및 근거

ORD 기록
ord-1c3eef130f9d48d7a3a9c1648a287b87
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029397B2

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