Trifluoroacetic acid → 4-{[(5-Benzyl-1,2,4-oxadiazol-3-yl)methyl]sulfinyl}phenethylamine

HRID 990079ノート

反応式

HRID 990079 の反応式
[CH2:1]([C:8]1[O:12][N:11]=[C:10]([CH2:13][S:14]([C:16]2[CH:31]=[CH:30][C:19]([CH2:20][CH2:21][NH:22]C(=O)OC(C)(C)C)=[CH:18][CH:17]=2)=[O:15])[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl.CO>[CH2:1]([C:8]1[O:12][N:11]=[C:10]([CH2:13][S:14]([C:16]2[CH:17]=[CH:18][C:19]([CH2:20][CH2:21][NH2:22])=[CH:30][CH:31]=2)=[O:15])[N:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 6422Trifluoroacetic acidHCID 12044207Tert-butyl 4-{[(5-benzyl-1,2,4-oxadiazol-3-yl)methyl]sulfinyl}phenethylcarbamate

生成物 1

HCID 120442084-{[(5-Benzyl-1,2,4-oxadiazol-3-yl)methyl]sulfinyl}phenethylamine収率 101.9%

試薬・触媒・溶媒 2

HCID 887Methanol触媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of the sulfoxide of Example 21 (0.92 g, 2.04 mmol) in dichloromethane (14 mL) and methanol (2 drops) was added trifluoroacetic acid (3.5 mL). This mixture was stirred for 4 h, and TLC indicated the absence of starting material. The volatile components were removed in vacuo and the residue was taken up into dichloromethane (50 mL) and washed with dilute aqueous sodium bicarbonate (2×). The organic phase was dried (Na2SO4), filtered and completely evaporated to leave 0.71 g of pure title compound.

後処理

  1. customThe volatile components were removed in vacuo
  2. washwashed with dilute aqueous sodium bicarbonate (2×)
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. filtrationfiltered
  5. customcompletely evaporated

出典と根拠

ORDレコード
ord-db7b0ffd82cd4fa8a0ed920586864ef9
出典データセット
uspto-grants-2002_10
特許番号
US06458817B1

反応ノート

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