Diisopropylamine → HCID 57713860、化合物

HRID 1984066ノート

反応式

HRID 1984066 の反応式
[Cl:1][C:2]1[C:3]2[C:17]([C:18]#[C:19][CH2:20]O)=[CH:16][N:15]([CH2:22][C:23]3[C:28]([CH3:29])=[C:27]([O:30][CH3:31])[C:26]([CH3:32])=[CH:25][N:24]=3)[C:4]=2[N:5]=[C:6]([NH:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[N:7]=1.CS(Cl)(=O)=O.S([O-])(=O)(=O)C.[CH:43]([NH:46][CH:47]([CH3:49])[CH3:48])([CH3:45])[CH3:44]>C(Cl)Cl.CCN(CC)CC>[Cl:1][C:2]1[C:3]2[C:17]([C:18]#[C:19][CH2:20][N:46]([CH:47]([CH3:49])[CH3:48])[CH:43]([CH3:45])[CH3:44])=[CH:16][N:15]([CH2:22][C:23]3[C:28]([CH3:29])=[C:27]([O:30][CH3:31])[C:26]([CH3:32])=[CH:25][N:24]=3)[C:4]=2[N:5]=[C:6]([NH:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[N:7]=1

参加物

7

反応物 4

HCID 7912DiisopropylamineHCID 31297Methanesulfonyl chlorideHCID 85257MethanesulfonateHCID 57713810HCID 57713810、化合物

生成物 1

HCID 57713860HCID 57713860、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 8471Triethylamine溶媒

実験手順

A solution of N-[4-chloro-5-(3-hydroxy-prop-1-ynyl)-7-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl]-2,2-dimethyl-propionamide (9.0 g, 19.7 mmol) and Et3N (2 mL) in DCM (50 mL) was treated with MsCl (15.3 mL, 19.7 mmol) at 0° C. for 20 min and evaporated to give a yellow solid, containg mostly the desired mesylate (10.7 g). An aliquot of this solid (106.8 mg, 0.2 mmol) was treated with diisopropylamine (20.3 mg, 28.1 μL) in DCM (2 mL) at 0° C. for 10 h, and then at 25° C. for 3 days. Evaporation and prepartive plate chromatography gave the title compound.

後処理

  1. customevaporated
  2. customto give a yellow solid
  3. customEvaporation and prepartive plate chromatography

出典と根拠

ORDレコード
ord-9bc0aafae9d940889a6cdf1907a944de
出典データセット
uspto-grants-2009_06
特許番号
US07544672B2

反応ノート

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