Diisopropylethylamine → HCID 46884062、化合物

HRID 746627ノート

反応式

HRID 746627 の反応式
[CH3:1][N:2](C)[CH2:3][CH2:4][C:5]1[S:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[C:6]=1[C@H:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1)[CH3:15].CCN(C(C)C)C(C)C.ClC(OC(Cl)C)=O>ClCCl>[CH3:1][NH:2][CH2:3][CH2:4][C:5]1[S:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[C:6]=1[C@H:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1)[CH3:15]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 5213051-Chloroethyl chloroformateHCID 11580427N,N-dimethyl-2-[3-[(1R)-1-pyridin-2-ylethyl]-1-benzothiophen-2-yl]ethanamine2 回

生成物 1

HCID 46884062HCID 46884062、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
40 °C

実験手順

To a solution of dimethyl-{2-[3-((R)-1-pyridin-2-yl-ethyl)-benzo[b]thiophen-2-yl]-ethyl}-amine (Compound 12-2) (0.305 mg, 0.98 mmol) in dichloromethane (3 mL), DIEA (1 mL, 5.8 mmol) and 1-chloroethyl chloroformate (0.32 mL, 2.95 mmol) were added. The mixture was stirred for 1 hour at 40° C. The solvent was removed in vacuo and 1N HCl was added to the residue. The mixture was stirred at 40° C. for an additional hour and cooled to ambient temperature. After neutralization with NH4OH the product was extracted with dichloromethane. The organic layer was dried (MgSO4), filtered and concentrated in vacuo to give 300 mg of crude product, which was purified by mass triggered HPLC to give methyl-{2-[3-((R)-1-pyridin-2-yl-ethyl)-benzo[b]thiophen-2-yl]-ethyl}-amine (Compound 21-1). (MH+=297, tR=1.675, Method 4)

後処理

  1. customThe solvent was removed in vacuo and 1N HCl
  2. additionwas added to the residue
  3. stirringThe mixture was stirred at 40° C. for an additional hour
  4. temperaturecooled to ambient temperature
  5. extractionAfter neutralization with NH4OH the product was extracted with dichloromethane
  6. dry with materialThe organic layer was dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customto give 300 mg of crude product, which
  10. customwas purified by mass

出典と根拠

ORDレコード
ord-84710da531fa4b7ab1c578e6d9cf5c43
出典データセット
uspto-grants-2008_07
特許番号
US07393865B2

反応ノート

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