Triethylamine → tert-Butyl 2-(7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine-2-carboxamido)ethylcarbamate

HRID 500912노트

반응식

HRID 500912 반응식
[F:1][C:2]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14](Cl)=[O:15])[S:13][C:6]=12.Cl.[C:25]([N:32](C)[CH2:33][CH2:34][NH2:35])([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26].CCN(CC)CC>C(Cl)Cl.CCOC(C)=O>[F:1][C:2]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]([NH:35][CH2:34][CH2:33][NH:32][C:25](=[O:26])[O:27][C:28]([CH3:30])([CH3:29])[CH3:31])=[O:15])[S:13][C:6]=12

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 45072251tert-Butyl (2-aminoethyl)methylcarbamate--hydrogen chloride (1/1)HCID 594245267-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine-2-carbonyl chloride

생성물 1

HCID 59424685tert-Butyl 2-(7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine-2-carboxamido)ethylcarbamate수율 96%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 40 (shown in the scheme 7, 100 mg, 0.26 mmol), N-Boc-N-methylethylenediamine hydrochloride (50 mg, 0.26 mmol) and Et3N (36 μL, 0.52 mmol) in DCM (2 mL) was stirred for 4 h at room temperature and diluted with EtOAc (10 mL). The combined mixture was washed with brine and phases were separated. The aqueous phase was extracted with EtOAc, and the extract was combined with the organic phase, dried over anhydrous Na2SO4 and concentrated to afford title compound 292 (119 mg, 96%, crude) as yellowish solid. MS (m/z): 477.1 (M+H) (found).

후처리

  1. washThe combined mixture was washed with brine and phases
  2. customwere separated
  3. extractionThe aqueous phase was extracted with EtOAc
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9cdd4f5b886c4d29b9eeaec73fc617a5
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772247B2

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