Triethylamine → 3-cyano-N-{3-[3-(4-fluoro-phenoxy)-azetidin-1-yl]-propyl}-benzenesulfonamide

HRID 1182133노트

반응식

HRID 1182133 반응식
Cl.[F:2][C:3]1[CH:13]=[CH:12][C:6]([O:7][CH:8]2[CH2:11][NH:10][CH2:9]2)=[CH:5][CH:4]=1.Br[CH2:15][CH2:16][CH2:17][NH:18][S:19]([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]#[N:29])[CH:23]=1)(=[O:21])=[O:20].C(N(CC)CC)C>C(#N)C>[C:28]([C:24]1[CH:23]=[C:22]([S:19]([NH:18][CH2:17][CH2:16][CH2:15][N:10]2[CH2:9][CH:8]([O:7][C:6]3[CH:12]=[CH:13][C:3]([F:2])=[CH:4][CH:5]=3)[CH2:11]2)(=[O:21])=[O:20])[CH:27]=[CH:26][CH:25]=1)#[N:29]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 214287323-(4-Fluorophenoxy)azetidine hydrochlorideHCID 43133728N-(3-bromopropyl)-3-cyano-benzenesulfonamide

생성물 1

HCID 102374953-cyano-N-{3-[3-(4-fluoro-phenoxy)-azetidin-1-yl]-propyl}-benzenesulfonamide

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

A suspension of 3-(4-fluoro-phenoxy)-azetidine hydrochloride (0.049 g, 0.24 mmol) in acetonitrile (1.0 ml) is treated with the crude N-(3-bromo-propyl)-3-cyano-benzenesulfonamide (0.072 g) in acetonitrile (1.0 ml) and triethylamine (0.1 ml, 0.72 mmol). The resulting homogenous reaction mixture is stirred at ambient temperature for 70 hours, the solvent evaporated and the residue partitioned between ethylacetate and aqueous NaHCO3 solution. The ethylacetate phase is washed with brine, dried over MgSO4 and evaporated. The crude product is purified by flash silica chromatography (elution ethylacetate) to afford 3-cyano-N-{3-[3-(4-fluoro-phenoxy)-azetidin-1-yl]-propyl}-benzenesulfonamide. [MH]+ 390.

후처리

  1. customthe solvent evaporated
  2. customthe residue partitioned between ethylacetate and aqueous NaHCO3 solution
  3. washThe ethylacetate phase is washed with brine
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. customThe crude product is purified by flash silica chromatography (elution ethylacetate)

출처 및 근거

ORD 기록
ord-636f502fba204a8b86f6bfcfe74acef6
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07288537B2

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