2-Naphthalenesulfonyl chloride → N-(2-{[(3-Hydroxypropyl)amino]methyl}-3,4-dihydro-2H-chromen-7-yl)naphthalene-2-sulfonamide

HRID 49462

反応式

HRID 49462 の反応式
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH:8]([CH2:12]O)[O:9]2)=[CH:4][CH:3]=1.[CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][C:15]=1[S:24](Cl)(=[O:26])=[O:25].[NH2:28][CH2:29][CH2:30][CH2:31][OH:32]>N1C=CC=CC=1.O>[OH:32][CH2:31][CH2:30][CH2:29][NH:28][CH2:12][CH:8]1[CH2:7][CH2:6][C:5]2[C:10](=[CH:11][C:2]([NH:1][S:24]([C:15]3[CH:16]=[CH:17][C:18]4[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=4)[CH:14]=3)(=[O:26])=[O:25])=[CH:3][CH:4]=2)[O:9]1

参加物

6

反応物 3

HCID 71252-Naphthalenesulfonyl chlorideHCID 90863-Amino-1-propanolHCID 10511549(7-Aminochroman-2-yl)methanol

生成物 1

HCID 10202719N-(2-{[(3-Hydroxypropyl)amino]methyl}-3,4-dihydro-2H-chromen-7-yl)naphthalene-2-sulfonamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1049Pyridine溶媒

反応条件

温度
80 °C

実験手順

A solution of (7-amino-3,4-dihydro-2H-chromen-2-yl)methanol (25 mg, 140 μmol) in pyridine is treated with 2-naphthalenesulfonylchloride (70 mg, 308 μmol) at ambient temperature for 1 h, treated with 3-amino-1-propanol (3 mmol, 0.23 mL), heated at 80° C. for 3 h, diluted with water and extracted with ethyl acetate. The extracts are combined, dried over Na2SO4 and concentrated in vacuo. The resultant residue is purified by reverse phase preparative HPLC to give the title product, M+H 427, retention time 7.92 min.

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe resultant residue is purified by reverse phase preparative HPLC

出典と根拠

ORDレコード
ord-b252316eb42d4f76a074015cae6cf308
出典データセット
uspto-grants-2004_03
特許番号
US06706757B2

関連ノート

読み込み中…