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1,2-Dichloroethane → 3-[(4-Fluoro-3-methylphenoxy)methyl]-1-[5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoyl]azepane

HRID 467474
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인쇄 미리보기

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HRID 467474 반응식
[F:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][CH:8]2[CH2:14][CH2:13][CH2:12][CH2:11][NH:10][CH2:9]2)=[CH:4][C:3]=1[CH3:17].[N:18]1[N:19]([C:23]2[CH:31]=[CH:30][C:29]([CH3:32])=[CH:28][C:24]=2[C:25](O)=[O:26])[N:20]=[CH:21][CH:22]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C.CCOC(C)=O>[F:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][CH:8]2[CH2:14][CH2:13][CH2:12][CH2:11][N:10]([C:25](=[O:26])[C:24]3[CH:28]=[C:29]([CH3:32])[CH:30]=[CH:31][C:23]=3[N:19]3[N:20]=[CH:21][CH:22]=[N:18]3)[CH2:9]2)=[CH:4][C:3]=1[CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 532601655-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acidHCID 584052783-[(4-Fluoro-3-methylphenoxy)methyl]azepane

생성물 1

HCID 461991443-[(4-Fluoro-3-methylphenoxy)methyl]-1-[5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoyl]azepane

시약·촉매·용매 2

HCID 6228
Dimethylformamide
용매
HCID 8857Ethyl Acetate용매

실험 절차

A solution of 1-6 (164 mg, 0.691 mmol) in DMF (4 ml) was treated with 1-7 (154 mg, 0.760 mmol), EDC (159 mg, 0.829 mmol), HOBT (127 mg, 0.829 mmol), and TEA (0.289 ml, 2.073 mmol). After stirring at RT for 30 min, the mixture was diluted with EtOAc, washed with water (3×s) and once with brine. The organic phase was dried over Na2SO4, filtered and concentrated. The crude material was purified by gradient elution on silica gel (0 to 100% EtOAc in Hex) to yield 1-8 as a pale yellow oil. Data for 1-8: LRMS m/z (M+H): 423.1.

후처리

  1. washwashed with water (3×s) and once with brine
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude material was purified by gradient elution on silica gel (0 to 100% EtOAc in Hex)

출처 및 근거

ORD 기록
ord-b67fdae66f694a81829fb8bb4afd3ecc
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08623863B2

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