Triethylamine → HCID 178512291、化合物

HRID 1157368ノート

反応式

HRID 1157368 の反応式
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1.CS[C:17](=[N:21][C:22]1[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=1)[NH:18][C:19]#[N:20].C(N(CC)CC)C>CN(C1C=CN=CC=1)C.N1C=CC=CC=1>[N:11]1[CH:12]=[CH:13][CH:14]=[C:9]([O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:1][C:17]([NH:18][C:19]#[N:20])=[N:21][C:22]2[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=2)[CH:10]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 155219651-Cyano-2-methyl-3-pyridin-4-yl-isothioureaHCID 231324436-(Pyridin-3-yloxy)-hexylamine

生成物 1

HCID 178512291HCID 178512291、化合物

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1049Pyridine溶媒2 回

反応条件

温度
60 °C

実験手順

A mixture of 3-[6-amino-1-hexyl-oxy]-pyridine (150 mg), S-methyl-N-cyano-N′-4-pyridyl-isothiourea (123 mg), triethylamine (0.18 ml), 4-(N,N-dimethylamino)-pyridine (3.5 mg) and pyridine (5 ml) was stirred overnight at 60° C. After cooling to room temperature the pyridine was removed by evaporation twice with toluene in vacuo and the residue was distributed between water and ethyl acetate. The organic phase was dried and evaporated to yield a crude product which was purified by chromatography on silica gel with ethyl acetate/methanol/aqueous ammonia (40:10:2.5) as eluent. The pure fractions were pooled and evaporated to give the title compound which crystallised from ethyl acetate.

後処理

  1. customwas removed by evaporation twice with toluene in vacuo
  2. customThe organic phase was dried
  3. customevaporated
  4. customto yield a crude product which
  5. customwas purified by chromatography on silica gel with ethyl acetate/methanol/aqueous ammonia (40:10:2.5) as eluent
  6. customevaporated

出典と根拠

ORDレコード
ord-806d10be473144599b5d5751c7d4febb
出典データセット
uspto-grants-2010_10
特許番号
US07807682B2

反応ノート

読み込み中…