Triethylamine → N-((1S)-1-cyclohexylethyl)-3-fluoro-4-(2-propynyloxy)benzamide

HRID 601993

반응식

HRID 601993 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH2:12][C:13]#[CH:14])[C:5](Cl)=[O:6].[CH:15]1([C@@H:21]([NH2:23])[CH3:22])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.C(N(CC)CC)C>C(OCC)(=O)C>[CH:15]1([C@@H:21]([NH:23][C:5](=[O:6])[C:4]2[CH:8]=[CH:9][C:10]([O:11][CH2:12][C:13]#[CH:14])=[C:2]([F:1])[CH:3]=2)[CH3:22])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 5325951(S)-(+)-1-CyclohexylethylamineHCID 574456843-Fluoro-4-(2-propynyloxy)benzoyl chloride

생성물 1

HCID 57701210N-((1S)-1-cyclohexylethyl)-3-fluoro-4-(2-propynyloxy)benzamide수율 86.4%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

To a mixture of 5 ml of ethyl acetate and 0.30 g of 3-fluoro-4-(2-propynyloxy)benzoyl chloride were added 0.22 g of (1S)-1-(cyclohexyl)ethylamine and 0.20 g of triethylamine in order at room temperature. The mixture obtained was stirred at room temperature for 1 hour. Then, ethyl acetate was added to the reaction mixture and the mixture was filtered through Celite. The filtrate was concentrated under reduced pressure. The residue was washed with hexane to obtain 0.37 g of N-((1S)-1-cyclohexylethyl)-3-fluoro-4-(2-propynyloxy)benzamide (hereinafter, described as the compound 37 of the present invention) represented by the formula:

후처리

  1. customThe mixture obtained
  2. filtrationthe mixture was filtered through Celite
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. washThe residue was washed with hexane

출처 및 근거

ORD 기록
ord-2a5bf7b9c734421d8ef49376c9eceadf
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902400B2

연결된 노트

불러오는 중…