Dichloromethane → N-[Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-3-methyl-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzamide

HRID 1827539ノート

反応式

HRID 1827539 の反応式
Cl[C:2]1[CH:23]=[C:22]([O:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][O:26]2)[CH:21]=[CH:20][C:3]=1[CH2:4][NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:8][CH:7]=1.C(N(CC)CC)C.[C:38]1([CH3:47])[CH:43]=[CH:42][CH:41]=[C:40]([C:44](Cl)=[O:45])[CH:39]=1.C(=O)(O)[O-].[Na+].C(Cl)[Cl:54]>>[Cl:54][CH:4]([N:5]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:8][CH:7]=1)[C:44](=[O:45])[C:40]1[CH:41]=[CH:42][CH:43]=[C:38]([CH3:47])[CH:39]=1)[C:3]1[CH:20]=[CH:21][C:22]([O:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][O:26]2)=[CH:23][CH:2]=1

参加物

6

反応物 5

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 743753-Methylbenzoyl chlorideHCID 516892Sodium BicarbonateHCID 22137435(2-Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine

生成物 1

HCID 22137439N-[Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-3-methyl-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzamide

実験手順

A solution of [2-chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine (100 mg, 0.232 mmol) and triethylamine (0.100 mL, 0.696 mmol) in methylene chloride was added to m-toluenecarbonyl chloride (72 mg, 0.46 mmol). The reaction mixture was stirred at room temperature for 24 hr. Saturated aqueous sodium bicarbonate was added and the layers were separated. The aqueous layer was washed with 2 mL of methylene chloride. The combined organic layers were concentrated to give the title compound of Step A. MS 549.1 (M+1)+

後処理

  1. customthe layers were separated
  2. washThe aqueous layer was washed with 2 mL of methylene chloride
  3. concentrationThe combined organic layers were concentrated

出典と根拠

ORDレコード
ord-5c80da1d9bd64702a1a6287a0ee3f4a1
出典データセット
uspto-grants-2006_05
特許番号
US07053212B2

反応ノート

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