Tris(hydroxymethyl)aminomethane → N-(2,3-dimethylcyclohexyl)benzo[d][1,3]dioxole-5-carboxamide

HRID 339314ノート

反応式

HRID 339314 の反応式
[CH3:1][CH:2]1[CH:7]([CH3:8])[CH2:6][CH2:5][CH2:4][CH:3]1[NH2:9].[O:10]1[C:14]2[CH:15]=[CH:16][C:17]([C:19](O)=[O:20])=[CH:18][C:13]=2[O:12][CH2:11]1.N=C=N.OC1C2N=NNC=2C=CC=1.C(O)C(N)(CO)CO>C(#N)C.ClCCl.CN(C=O)C.C(#N)C>[CH3:1][CH:2]1[CH:7]([CH3:8])[CH2:6][CH2:5][CH2:4][CH:3]1[NH:9][C:19]([C:17]1[CH:16]=[CH:15][C:14]2[O:10][CH2:11][O:12][C:13]=2[CH:18]=1)=[O:20]

参加物

9

反応物 5

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 71961,3-Benzodioxole-5-carboxylic acidHCID 1235072,3-DimethylcyclohexylamineHCID 160435CarbodiimideHCID 178418300HCID 178418300、化合物

生成物 1

HCID 17479454N-(2,3-dimethylcyclohexyl)benzo[d][1,3]dioxole-5-carboxamide

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 6342Acetonitrile溶媒HCID 21877088Acetonitrile methylene chloride溶媒

実験手順

2,3-dimethylcyclohexanamine (20 μmol) and benzo[d][1,3]dioxole-5-carboxylic acid (1.1 eq) were each dissolved in acetonitrile/dichloromethane (200 μL, 2:1). PS-Carbodiimide resin (2 eq) was loaded into a 1.2 mL 96 well Greiner plate, followed by the addition of amine and acid solutions. Hydroxybenzotriazole (1.1 eq) was dissolved in DMF (100 mL) and was added into the reaction well. The reaction was shaken overnight at room temperature. Once the reaction was completed, PS-Trisamine resin (1.5 eq) was added into the reaction mixture and the solution was allowed to shake overnight at room temperature. Acetonitrile (200 mL) was added into the reaction well, and the top clear solution was transferred into a new plate. The solution was evaporated to give N-(2,3-dimethylcyclohexyl)benzo[d][1,3]dioxole-5-carboxamide. MS (M+H, 276.20).

後処理

  1. additionwas added into the reaction well
  2. waitto shake overnight at room temperature
  3. customThe solution was evaporated

出典と根拠

ORDレコード
ord-214d46e93fd848efac87ce532459a3b5
出典データセット
uspto-grants-2014_11
特許番号
US08895050B2

反応ノート

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