Water → 4-hydroxy-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-N-[4-(tetrahydro-pyran-2-yloxy)-benzyl]-benzenesulfonamide

HRID 1827531ノート

反応式

HRID 1827531 の反応式
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][CH:24]4[CH2:29][CH2:28][CH2:27][CH2:26][O:25]4)=[CH:19][CH:18]=3)=[CH:11][CH:10]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(OC(=O)[O:34][C:35]1[CH:40]=[CH:39][C:38]([S:41](Cl)(=[O:43])=[O:42])=[CH:37][CH:36]=1)C.C(N(CC)CC)C.O>C(Cl)Cl>[OH:34][C:35]1[CH:40]=[CH:39][C:38]([S:41]([N:15]([C:12]2[CH:11]=[CH:10][C:9]([O:8][CH2:7][CH2:6][N:1]3[CH2:2][CH2:3][CH2:4][CH2:5]3)=[CH:14][CH:13]=2)[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH:24]3[CH2:29][CH2:28][CH2:27][CH2:26][O:25]3)=[CH:19][CH:18]=2)(=[O:43])=[O:42])=[CH:37][CH:36]=1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 128842674-(Chlorosulfonyl)phenyl ethyl carbonateHCID 22137309[4-(2-Pyrrolidin-1-yl-ethoxy)-phenyl]-[4-(tetrahydro-pyran-2-yloxy)-benzyl]-amine

生成物 1

HCID 221372724-hydroxy-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-N-[4-(tetrahydro-pyran-2-yloxy)-benzyl]-benzenesulfonamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of [4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-[4-(tetrahydro-pyran-2-yloxy)-benzyl]-amine (264 mg, 0.666 mmol) in methylene chloride (10 mL) was treated with carbonic acid 4-chlorosulfonyl-phenyl ester ethyl ester (278 mg, 1.05 mmol) and triethylamine (0.3 mL). The reaction mixture was stirred for 60 hr. and water was added. The aqueous solution was washed with methylene chloride (2×). The combined organic layers were dried (sodium sulfate), filtered, and concentrated in vacuo. The crude product was purified via radial chromatography using a solvent gradient (methylene chloride to 5% methanol/methylene chloride) to obtain the title compound of Step A.

後処理

  1. washThe aqueous solution was washed with methylene chloride (2×)
  2. dry with materialThe combined organic layers were dried (sodium sulfate)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified via radial chromatography

出典と根拠

ORDレコード
ord-cd0ce7e3df6f41a9b2b009264c94b7c8
出典データセット
uspto-grants-2006_05
特許番号
US07053212B2

反応ノート

読み込み中…