Guanidine Hydrochloride → HCID 10200445, 화합물

HRID 2415111노트

반응식

HRID 2415111 반응식
[Br:1][C:2]1[C:11]2[C:6](=[C:7]([O:24][CH3:25])[CH:8]=[C:9]([CH2:12][C:13](=[CH:16]NC3C=CC=CC=3)[C:14]#[N:15])[CH:10]=2)[O:5][C:4]([CH3:27])([CH3:26])[CH:3]=1.Cl.[NH2:29][C:30]([NH2:32])=[NH:31].CC(C)([O-])C.[K+]>C(O)C>[Br:1][C:2]1[C:11]2[C:6](=[C:7]([O:24][CH3:25])[CH:8]=[C:9]([CH2:12][C:13]3[C:14]([NH2:15])=[N:31][C:30]([NH2:32])=[N:29][CH:16]=3)[CH:10]=2)[O:5][C:4]([CH3:27])([CH3:26])[CH:3]=1

참가 물질

5

반응물 3

HCID 5742Guanidine HydrochlorideHCID 23665647Potassium tert-butoxideHCID 69898773HCID 69898773, 화합물

생성물 1

HCID 10200445HCID 10200445, 화합물수율 48.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The above prepared 418 mg of 2-(4-bromo-8-methoxy-2,2-dimethyl-2H-chromen-6-ylmethyl)-3-phenylamino-acrylonitrile were treated with 248 mg of guanidine hydrochloride (3.3 eq.), 291 mg of potassium-t-butoxide (3.3 eq.) and 16 ml of ethanol and heated under reflux under argon atmosphere for 14 hours. After cooling, the reaction mixture was poured onto crushed ice, extracted twice with AcOEt, washed with water and brine, dried over magnesium sulfate and evaporated to dryness. Flash chromatography (SiO2 with CH2Cl2/MeOH/25% NH3=19/1/0.05), followed by crystallization from EtOEt afforded 186 mg of the title compound as light-yellow crystals, mp.238-239°.

후처리

  1. temperatureheated
  2. temperatureunder reflux under argon atmosphere for 14 hours
  3. temperatureAfter cooling
  4. additionthe reaction mixture was poured
  5. customonto crushed ice
  6. extractionextracted twice with AcOEt
  7. washwashed with water and brine
  8. dry with materialdried over magnesium sulfate
  9. customevaporated to dryness
  10. customFlash chromatography (SiO2 with CH2Cl2/MeOH/25% NH3=19/1/0.05), followed by crystallization from EtOEt

출처 및 근거

ORD 기록
ord-c54654863e464979ba5e29ba4c012c42
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06818649B2

반응 노트

불러오는 중…