Water → Methyl 4-[2-(3-dimethylaminobenzofuran-2-ylcarbonylamino)ethoxy]benzoate

HRID 29701ノート

反応式

HRID 29701 の反応式
CN(C[C:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][C:6]=1[C:14]([OH:16])=O)C.CCN=C=NCCC[N:25]([CH3:27])[CH3:26].Cl.[CH:29]1[CH:30]=[CH:31][C:32]2N(O)N=N[C:33]=2[CH:34]=1.[OH2:39].[CH2:40]([N:42](CC)CC)[CH3:41].C[CH2:48][O:49][C:50](C)=[O:51]>CN(C=O)C>[CH3:27][N:25]([CH3:26])[C:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][C:6]=1[C:14]([NH:42][CH2:40][CH2:41][O:39][C:29]1[CH:30]=[CH:31][C:32]([C:50]([O:49][CH3:48])=[O:51])=[CH:33][CH:34]=1)=[O:16]

参加物

8

反応物 6

HCID 962WaterHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 289433393-[(Dimethylamino)methyl]-1-benzofuran-2-carboxylic acid

生成物 1

HCID 66688396Methyl 4-[2-(3-dimethylaminobenzofuran-2-ylcarbonylamino)ethoxy]benzoate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To 3-dimethylaminomethylbenzofuran-2-carboxylic acid (140 mg, 0.56 mmol) was added EDC.HCl (150 mg, 0.784 mmol) and HOBt.H2O (114 mg, 0.84 mmol) in anhydrous DMF. The reaction mixture was stiffed for 30-60 min., after which methyl-(4-(2-ethoxyamine))benzoate hydrochloric salt (130 mg, 0.56 mmol) and triethylamine (94 μL, 0.672 mmol) were added and the reaction was stirred overnight. The reaction mixture was diluted with EtOAc and washed twice with saturated NaHCO3 (aq.) and brine. The organic extract was concentrated in vacuo to give methyl 4-[2-(3-dimethylaminobenzofuran-2-yl-carbonylamino)ethoxy]benzoate, which was then used without further purification.

後処理

  1. washwashed twice with saturated NaHCO3 (aq.) and brine
  2. extractionThe organic extract
  3. concentrationwas concentrated in vacuo

出典と根拠

ORDレコード
ord-eb2fff35875d41dfa46e9a63616cad76
出典データセット
uspto-grants-2008_09
特許番号
US07420089B2

反応ノート

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