Diisopropylethylamine → HCID 178464648、化合物

HRID 1396065ノート

反応式

HRID 1396065 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([S:9](Cl)(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1)#[N:2].CCN(C(C)C)C(C)C.[CH2:22]([NH:24][C:25]([N:27]1[N:31]=[CH:30][C:29]2([CH2:35][CH2:34][CH2:33][CH2:32]2)[CH2:28]1)=[NH:26])[CH3:23]>C(Cl)Cl>[C:1]([C:3]1[CH:4]=[C:5]([S:9]([N:26]=[C:25]([N:27]2[N:31]=[CH:30][C:29]3([CH2:35][CH2:34][CH2:33][CH2:32]3)[CH2:28]2)[NH:24][CH2:22][CH3:23])(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1)#[N:2]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 28013603-Cyanobenzene-1-sulfonyl chlorideHCID 178464598HCID 178464598、化合物

生成物 1

HCID 178464648HCID 178464648、化合物収率 57%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3.50 g 3-cyanobenzenesulfonyl chloride in 150 mL DCM were added 17.69 mL (6.0 equiv.) DiPEA and 4.00 g (1.0 equiv.) N-ethyl-2,3-diaza-spiro[4.4]non-3-ene-2-carboxamidine. The reaction mixture was stirred overnight at room temperature and extracted with water. The organic phase was dried over Na2SO4 and evaporated, and the residue was purified by automated flash chromatography (EtOAc/PA 1:1) to give 3.54 g (57%) of a pale yellow oil. 1H NMR (400 MHz, CDCl3) δ 1.17 (t, J=8 Hz, 3H), 1.65-1.86 (m, 8H), 3.41-3.50 (m, 2H), 3.87 (br.s., 2H), 6.70-6.80 (br.s., 1H), 6.87 (s, 1H), 7.60 (t, J=8 Hz, 1H), 7.77 (d, J=8 Hz, 1H), 8.17 (d, J=8 Hz, 1H), 8.23 (br.s., 1H).

後処理

  1. extractionextracted with water
  2. dry with materialThe organic phase was dried over Na2SO4
  3. customevaporated
  4. customthe residue was purified by automated flash chromatography (EtOAc/PA 1:1)

出典と根拠

ORDレコード
ord-cc9fa504064542f5af5d2f3cdf1543f0
出典データセット
uspto-grants-2014_12
特許番号
US08901108B2

反応ノート

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