Diisopropylethylamine → HCID 46884062, 화합물

HRID 746627노트

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HRID 746627 반응식
[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]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 5213051-Chloroethyl chloroformateHCID 11580427N,N-dimethyl-2-[3-[(1R)-1-pyridin-2-ylethyl]-1-benzothiophen-2-yl]ethanamine2회

생성물 1

HCID 46884062HCID 46884062, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
40 °C

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-84710da531fa4b7ab1c578e6d9cf5c43
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07393865B2

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