Ethylenediamine → trans-4-(2-Aminoethylamino)-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-3-ol

HRID 847167노트

반응식

HRID 847167 반응식
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:11][C:10]([CH3:13])([CH3:12])[CH:9]3[O:14][CH:8]3[C:7]=2[CH:15]=1)#[N:2].[CH2:16]([NH2:19])[CH2:17][NH2:18]>C(O)C>[NH2:18][CH2:17][CH2:16][NH:19][C@@H:8]1[C:7]2[CH:15]=[C:3]([C:1]#[N:2])[CH:4]=[CH:5][C:6]=2[O:11][C:10]([CH3:13])([CH3:12])[C@H:9]1[OH:14]

참가 물질

4

반응물 2

HCID 3301EthylenediamineHCID 108673602,2-Dimethyl-3,4-epoxy-6-cyanochroman

생성물 1

HCID 15680853trans-4-(2-Aminoethylamino)-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-3-ol수율 111.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a suspension of 6-cyano-3,4-epoxy-3,4-dihydro-2,2-dimethyl-2H-benzopyran (1.2 g, 5.97 mmol) (prepared according to Evans et al., J. Med. Chem., 1983, 26, 1582 and J. Med. Chem., 1986, 29, 2194) in ethanol (7.0 mL), ethylenediamine (2.4 mL, 35.8 mmol) was added at room temperature and the reaction mixture was stirred at room temperature for 36 hours. The solvent was removed under reduced pressure and the residue was further dried by use of vacuum pump to yield the title A compound (1.74 g, >100%) as a colorless foam. This material was used for the next reaction without any purification.

후처리

  1. additionwas added at room temperature
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was further dried by use of vacuum pump

출처 및 근거

ORD 기록
ord-b5458a96f21d44c1ba60847dd71cb7fa
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05140031

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