Methanol → N-(1'-(2-(2-Aminoethoxy)ethyl)-4-oxospiro[chroman-2,4'-piperidine]-6-yl)methanesulfon-amide dihydrochloride

HRID 1093903ノート

反応式

HRID 1093903 の反応式
[CH3:1][S:2]([NH:5][C:6]1[CH:7]=[C:8]2[C:31](=[CH:32][CH:33]=1)[O:30][C:11]1([CH2:16][CH2:15][N:14]([CH2:17][CH2:18][O:19][CH2:20][CH2:21][NH:22]C(=O)OC(C)(C)C)[CH2:13][CH2:12]1)[CH2:10][C:9]2=[O:34])(=[O:4])=[O:3].CO.[Cl:37]CCl>Cl.C(O)(=O)C>[ClH:37].[ClH:37].[NH2:22][CH2:21][CH2:20][O:19][CH2:18][CH2:17][N:14]1[CH2:13][CH2:12][C:11]2([CH2:10][C:9](=[O:34])[C:8]3[C:31](=[CH:32][CH:33]=[C:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[CH:7]=3)[O:30]2)[CH2:16][CH2:15]1

参加物

6

反応物 3

HCID 887MethanolHCID 6344DichloromethaneHCID 57903876tert-Butyl 2-(2-(6-(methylsulfonamido)-4-oxospiro[chroman-2,4'-piperidine]-1'-yl)ethoxy)ethylcarbamate2 回

生成物 1

HCID 66636871N-(1'-(2-(2-Aminoethoxy)ethyl)-4-oxospiro[chroman-2,4'-piperidine]-6-yl)methanesulfon-amide dihydrochloride

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 176Acetic Acid溶媒

実験手順

Ten drops of concentrated hydrochloric acid was added to a solution of tert-butyl 2-(2-(6-(methylsulfonamido)-4-oxospiro[chroman-2,4′-piperidine]-1′-yl)ethoxy)ethylcarbamate (12, 0.51 g, 1.02 mmol) in 5 mL of glacial acetic acid and the resulting solution was stirred at room temperature. After ˜1.5 hours, TLC (silica gel, 10% methanol in dichloromethane, UV visualization) shows complete disappearance of starting compound 12 (Rf=0.2−0.3) and a new spot at the origin. Volatile components were removed under reduced pressure on the rotary evaporator. Toluene (˜10 mL) was added and evaporated under reduced pressure on the rotary evaporator. The toluene addition and evaporation was repeated two more times and the residue was dried under high vacuum. The resulting residue was triturated with 3 mL of diethyl ether, resulting in formation of a tan solid. The diethyl ether was removed under reduced pressure on the rotary evaporator followed by high vacuum to give a tan solid.

後処理

  1. customVolatile components were removed under reduced pressure on the rotary evaporator
  2. additionToluene (˜10 mL) was added
  3. customevaporated under reduced pressure on the rotary evaporator
  4. additionThe toluene addition and evaporation
  5. customthe residue was dried under high vacuum
  6. customThe resulting residue was triturated with 3 mL of diethyl ether
  7. customresulting in formation of a tan solid
  8. customThe diethyl ether was removed under reduced pressure on the rotary evaporator
  9. customto give a tan solid

出典と根拠

ORDレコード
ord-9b2f93e5fb1f4fc8a9d0e27951571969
出典データセット
uspto-grants-2012_03
特許番号
US08133695B2

反応ノート

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