N-(4-Ethoxy-5-methylcarbamoylpyridin-2-ylmethyl)-N'-(fluoren-9-ylmethyloxycarbonyl)thiourea → 9H-Fluoren-9-ylmethyl (7-ethoxy-6-methylcarbamoyl-2H-imidazo[1,5-a]pyridin-3-ylidene)carbamate

HRID 249729

반응식

HRID 249729 반응식
[CH2:1]([O:3][C:4]1[C:9]([C:10](=[O:13])[NH:11][CH3:12])=[CH:8][N:7]=[C:6]([CH2:14][NH:15][C:16]([NH:18][C:19]([O:21][CH2:22][CH:23]2[C:35]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[C:29]3[C:24]2=[CH:25][CH:26]=[CH:27][CH:28]=3)=[O:20])=S)[CH:5]=1)[CH3:2]>O1CCOCC1.FC(F)(F)C([O-])=O.[Hg+2].FC(F)(F)C([O-])=O>[CH2:1]([O:3][C:4]1[C:9]([C:10](=[O:13])[NH:11][CH3:12])=[CH:8][N:7]2[C:16](=[N:18][C:19](=[O:20])[O:21][CH2:22][CH:23]3[C:35]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=4[C:29]4[C:24]3=[CH:25][CH:26]=[CH:27][CH:28]=4)[NH:15][CH:14]=[C:6]2[CH:5]=1)[CH3:2]

참가 물질

4

반응물 1

HCID 57791308N-(4-Ethoxy-5-methylcarbamoylpyridin-2-ylmethyl)-N'-(fluoren-9-ylmethyloxycarbonyl)thiourea

생성물 1

HCID 1784658369H-Fluoren-9-ylmethyl (7-ethoxy-6-methylcarbamoyl-2H-imidazo[1,5-a]pyridin-3-ylidene)carbamate

시약·촉매·용매 2

HCID 2723924Mercury bis(trifluoroacetate)촉매HCID 312751,4-Dioxane용매

실험 절차

875 mg of N-(4-ethoxy-5-methylcarbamoyl pyridin-2-ylmethyl)-N′-(fluoren-9-ylmethyloxycarbonyl)thiourea (Example 19a, crude product) were dissolved in 25 ml of dioxane and treated at RT with 837 mg (1.96 mmol) of mercury(II) trifluoroacetate. After 10 minutes, the mixture was concentrated and the residue was taken up in DCM. The organic phase was washed three times with 4% strength LiCl solution and once with water, dried with MgSO4 and concentrated in a rotary evaporator. The crude product thus obtained (590 mg) was reacted further without further purification.

후처리

  1. concentrationthe mixture was concentrated
  2. washThe organic phase was washed three times with 4% strength LiCl solution
  3. dry with materialonce with water, dried with MgSO4
  4. concentrationconcentrated in a rotary evaporator

출처 및 근거

ORD 기록
ord-8b381985904d458e8891b45a0d720ba1
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863269B2

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