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 267133ノート

反応式

HRID 267133 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 260Hydrogen Bromide溶媒

実験手順

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 extracts were 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.

後処理

  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 extracts were dried over anhydrous magnesium sulphate
  7. customevaporated

出典と根拠

ORDレコード
ord-23c223cd578c4d2facff040986fdc5d3
出典データセット
uspto-grants-1997_07
特許番号
US05652369

反応ノート

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