Triethylamine → HCID 178467723、化合物

HRID 1375711ノート

反応式

HRID 1375711 の反応式
[NH2:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:20][CH2:21][CH3:22])[C:17]([OH:19])=[O:18])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.I.[C:26]1([NH:32][C:33](SC)=[N:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(N(CC)CC)C>CN(C)C=O.[Hg](Cl)Cl>[NH:34]([C:33]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:20][CH2:21][CH3:22])[C:17]([OH:19])=[O:18])=[CH:11][CH:10]=2)=[CH:23][CH:24]=1)=[N:32][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 2801577methyl N,N'-diphenylcarbamimidothioate hydroiodideHCID 229887133-{4-[(4-Aminophenethyl)oxy]phenyl}-2-ethoxypropanoic acid

生成物 1

HCID 178467723HCID 178467723、化合物収率 50.1%

試薬・触媒・溶媒 2

HCID 24085Mercuric Chloride触媒HCID 6228Dimethylformamide溶媒

実験手順

3-{4-[(4-Aminophenethyl)oxy]phenyl}-2-ethoxypropanoic acid (20 mg, 0.061 mmol) and methyl N,N′-diphenylcarbamimidothioate hydroiodide (23.7 mg, 0.064 mmol) were mixed in 0.3 ml N,N-dimethylformamide. Triethylamine (34 ml, 0.244 mmol) was added. The mixture was then cooled in an ice-bath. Mercury (II)chloride (18 mg, 0.066 mmol) was added. After 30 minutes, the cooling bath was removed. The reaction mixture was stirred overnight. Water (1 ml) and ethyl acetate (0.5 ml) were added and then hydromatrix (ca. 0.5 g) was added. After a while, the mixture was filtered. The filtrate was evaporated to dryness. Chromatography of the residue on an ISOLUTE column (SI, 500 mg/3 ml) using ethyl acetate/heptane (10:90, then 25:75, and then 50:50) as eluant gave 16 mg, yield 50% of the desired product.

後処理

  1. temperatureThe mixture was then cooled in an ice-bath
  2. customthe cooling bath was removed
  3. additionWater (1 ml) and ethyl acetate (0.5 ml) were added
  4. additionhydromatrix (ca. 0.5 g) was added
  5. filtrationAfter a while, the mixture was filtered
  6. customThe filtrate was evaporated to dryness

出典と根拠

ORDレコード
ord-b03e7c94b44a4184a9a11e89756d3a09
出典データセット
uspto-grants-2007_01
特許番号
US07169810B2

反応ノート

読み込み中…