홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Water → 3-Methyl-pyridine-2-carboxylic acid [1-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-cyclopropylmethyl]-amide

HRID 578859
노트
인쇄 미리보기

반응식

HRID 578859 반응식
[Cl:1][C:2]1[C:3]([C:12]2([CH2:15][NH2:16])[CH2:14][CH2:13]2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.C(N(CC)CC)C.[CH3:24][C:25]1[C:26]([C:31](Cl)=[O:32])=[N:27][CH:28]=[CH:29][CH:30]=1.O>ClCCl>[Cl:1][C:2]1[C:3]([C:12]2([CH2:15][NH:16][C:31]([C:26]3[C:25]([CH3:24])=[CH:30][CH:29]=[CH:28][N:27]=3)=[O:32])[CH2:14][CH2:13]2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 204875083-Methylpyridine-2-carbonyl chlorideHCID 71559141(1-(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)cyclopropyl)methanamine

생성물 1

HCID 715588383-Methyl-pyridine-2-carboxylic acid [1-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-cyclopropylmethyl]-amide수율 39.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

180 mg of C-[1-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-cyclopropyl]-methylamine (step 1) was dissolved in 5 ml of dichloromethane and cooled to 0° C. Then 145 mg of triethylamine was added, followed by dropwise addition of a solution of 112 mg of 3-methyl-pyridine-2-carbonyl chloride in 1 ml of dichloromethane. The reaction mixture was stirred at ambient temperature for 2 hours. Then 6 ml of water were added, the resulting phases were separated and the organic phase was washed with aqueous 2N sodium hydroxide solution, then with 1N aqueous hydrochloric acid and brine, dried over sodium sulfate, filtered and concentrated. Thus, 282 mg of crude material was obtained as a brown sticky solid. This residue was purified by chromatography on silica gel, with cyclohexane/ethyl acetate (1:1) as a eluent. Thus, 104 mg of 3-methyl-pyridine-2-carboxylic acid [1-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-cyclopropylmethyl]-amide was obtained as a sticky oil. 1H-NMR (CDCl3): 8.64 ppm (s, 1H), 8.35 ppm (m, 2H), 7.90 ppm (s, 1H), 7.53 ppm (m, 1H), 7.27 ppm (m, 1H), 3.74 (d, 2H), 2.60 ppm (s, 3H), 1.16 ppm (m, 2H), 1.12 ppm (m, 2H).

후처리

  1. customthe resulting phases were separated
  2. washthe organic phase was washed with aqueous 2N sodium hydroxide solution
  3. dry with materialwith 1N aqueous hydrochloric acid and brine, dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThus, 282 mg of crude material was obtained as a brown sticky solid
  7. customThis residue was purified by chromatography on silica gel, with cyclohexane/ethyl acetate (1:1) as a eluent

출처 및 근거

ORD 기록
ord-764959b17c004fffbffc7c29b64d1048
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09040708B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트