Tert.butyl 2-benzyloxycarbonyl-1,2,3,4-tetrahydropyrido[3,4-b]indole-1-carboxamide → Tert.butyl 1,2,3,4-tetrahydropyrido[3,4-b]indole-1-carboxamide

HRID 1757746노트

반응식

HRID 1757746 반응식
[C:1]([C:5]1([C:28]([NH2:30])=[O:29])[C:10]2[NH:11][C:12]3[C:17]([C:9]=2[CH2:8][CH2:7][N:6]1C(OCC1C=CC=CC=1)=O)=[CH:16][CH:15]=[CH:14][CH:13]=3)([CH3:4])([CH3:3])[CH3:2]>Br.C(O)(=O)C>[C:1]([C:5]1([C:28]([NH2:30])=[O:29])[C:10]2[NH:11][C:12]3[C:17]([C:9]=2[CH2:8][CH2:7][NH:6]1)=[CH:16][CH:15]=[CH:14][CH:13]=3)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 1

HCID 86746252Tert.butyl 2-benzyloxycarbonyl-1,2,3,4-tetrahydropyrido[3,4-b]indole-1-carboxamide

생성물 1

HCID 86746253Tert.butyl 1,2,3,4-tetrahydropyrido[3,4-b]indole-1-carboxamide수율 77.5%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 260Hydrogen Bromide용매

실험 절차

1.62 g of tert.butyl 2-benzyloxycarbonyl-1,2,3,4-tetrahydropyrido[3,4-b]indole-1-carboxamide were dissolved in 10 ml of a 45% solution of hydrogen bromide in acetic acid. After 30 minutes the solution was evaporated and the residue was taken up in water. After filtration the filtrate was washed three times with diethyl ether and then neutralized by the addition of saturated aqueous sodium bicarbonate solution. The product was extracted from the now turbid aqueous layer with ethyl acetate. The combined organic extractswere dried over anhydrous magnesium sulphate and evaporated to give 0.84 g of tert.butyl 1,2,3,4-tetrahydropyrido[3,4-b]indole-1-carboxamide as a white crystalline solid of melting point 144° C.

후처리

  1. customAfter 30 minutes the solution was evaporated
  2. filtrationAfter filtration the filtrate
  3. washwas washed three times with diethyl ether
  4. additionneutralized by the addition of saturated aqueous sodium bicarbonate solution
  5. extractionThe product was extracted from the now turbid aqueous layer with ethyl acetate
  6. dry with materialThe combined organic extractswere dried over anhydrous magnesium sulphate
  7. customevaporated

출처 및 근거

ORD 기록
ord-f0f6066748884426b8db00e5eb91ef7f
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05446161

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