Methanesulfonyl chloride → HCID 23001031、化合物

HRID 397706ノート

反応式

HRID 397706 の反応式
[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]

参加物

5

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 23000985HCID 23000985、化合物

生成物 2

HCID 222AmmoniaHCID 23001031HCID 23001031、化合物収率 130.3%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-c74909ffbc4646608e0422ed6cbddb69
出典データセット
uspto-grants-2003_08
特許番号
US06610711B2

反応ノート

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