Methanesulfonyl chloride → HCID 23001031, 화합물

HRID 397706노트

반응식

HRID 397706 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[CH3:20][S:21](Cl)(=[O:23])=[O:22]>N1C=CC=CC=1>[NH3:1].[CH2:14]([N:11]1[CH2:12][CH2:13][CH:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([NH:1][S:21]([CH3:20])(=[O:23])=[O:22])[CH:3]=2)[CH2:9][CH2:10]1)[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

참가 물질

5

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 23000985HCID 23000985, 화합물

생성물 2

HCID 222AmmoniaHCID 23001031HCID 23001031, 화합물수율 130.3%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 4-(3-aminophenyl)-N-hexylpiperidine (Preparation 50, 178 mg, 0.68 mmol) in pyridine (5 ml) at room temperature under an atmosphere of nitrogen was added methanesulfonyl chloride (79 ml, 1.03 mmol) over 10 min. The resultant mixture was stirred overnight, poured onto water (10 ml) and extracted with ethyl acetate (3×10 ml). The combined extracts were dried (MgSO4) and concentrated in vacuo at 80° C. to give the crude product which was purified by silica column chromatography, eluting with ethyl acetate:hexane:0.880 ammonia (90:9:1) to give the title compound as a pale brown oil (150 mg, 65%).

후처리

  1. additionpoured onto water (10 ml)
  2. extractionextracted with ethyl acetate (3×10 ml)
  3. dry with materialThe combined extracts were dried (MgSO4)
  4. concentrationconcentrated in vacuo at 80° C.
  5. customto give the crude product which
  6. customwas purified by silica column chromatography
  7. washeluting with ethyl acetate

출처 및 근거

ORD 기록
ord-c74909ffbc4646608e0422ed6cbddb69
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06610711B2

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