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

HRID 29701노트

반응식

HRID 29701 반응식
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]

참가 물질

8

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-eb2fff35875d41dfa46e9a63616cad76
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420089B2

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