Ethyl orthoformate → 4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-[2-(tetrazol-1-yl)phenyl]piperidin-3-ol

HRID 1392396ノート

反応式

HRID 1392396 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][C:13]1([C:19]([NH:21][CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[NH2:34])[CH2:24][CH:23]2[OH:35])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:11].[N-:36]=[N+:37]=[N-:38].[Na+].[CH:40](OCC)(OCC)OCC>C(O)(=O)C>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][C:13]1([C:19]([NH:21][CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[N:34]3[CH:40]=[N:38][N:37]=[N:36]3)[CH2:24][CH:23]2[OH:35])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:11]

参加物

5

反応物 3

HCID 31214Ethyl orthoformateHCID 33557Sodium AzideHCID 693129984-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-(2-aminophenyl)piperidin-3-ol

生成物 1

HCID 693132254-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-[2-(tetrazol-1-yl)phenyl]piperidin-3-ol収率 28.3%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

The mixture of 4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-(2-aminophenyl)piperidin-3-one (2 g, 4 mmol) obtained in Step 2 of Example 43, sodium azide (NaN3; 409 mg, 6.2 mmol) and triethyl orthoformate (1.1 ml, 6.7 mmol) was refluxed in 10 ml of acetic acid for about 4 hours. The reaction mixture was cooled to room temperature. 10 ml of ice water was added to the reaction mixture, which was then stirred for about 48 hours. The resulting residue was filtered and dried to give 0.6 g of the titled compound.

後処理

  1. filtrationThe resulting residue was filtered
  2. customdried

出典と根拠

ORDレコード
ord-dffbd1a96076496faabe7aed1f424806
出典データセット
uspto-grants-2008_03
特許番号
US07342027B2

反応ノート

読み込み中…