Triethylamine → HCID 86751125, 화합물

HRID 267082

반응식

HRID 267082 반응식
Cl.[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[CH2:12][N:13]1[C:17]([CH2:18][C:19]([OH:21])=O)=[CH:16][N:15]=[CH:14]1.[OH:22][N:23]1[C:28](=O)C2C=CC=CC=2N=N1.Cl.[CH3:35]N(C)CCCN=C=NCC.C(N(CC)CC)C.C(=O)(O)[O-].[Na+]>CN(C)C=O.O>[CH3:35][O:22][N:23]([CH3:28])[C:19](=[O:21])[CH2:18][C:17]1[N:13]([CH2:12][C:3]2[CH:4]=[CH:5][C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:2]=2)[CH:14]=[N:15][CH:16]=1

참가 물질

8

반응물 5

HCID 8471TriethylamineHCID 730263-hydroxy-1,2,3-benzotriazin-4(3H)-oneHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 702062051-(2-naphthylmethyl)-1H-imidazol-5-ylacetic acid hydrochloride

생성물 1

HCID 86751125HCID 86751125, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 1-(2-naphthylmethyl)-1H-imidazol-5-ylacetic acid hydrochloride (prepared in Example 4, 0.819 mg, 2.70 mmol) in dimethylformamide (15 ml) was added sequentially N, O-dimethylhydroxylamine hydrochloride (293 mg, 3.0 mmol), 3-hydroxy-1,2,3-benzotriazin-4(3H)-one (HOOBT, 489 mg, 3.0 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC, 575 mg, 3.0 mmol) and triethylamine (1.67 ml, 12.0 mmol) and the resulting mixture stirred at room temperature for 18 h. Saturated aq. sodium bicarbonate (30 ml) and water (30 ml) were added and the mixture was extracted with methylene chloride (2×50 ml). The combined organic extracts were washed with brine (50 ml) and the solvent evaporated in vacuo. The residue was purified by flash chromatography (2-4% methanol/methylene chloride gradient elution) to provide the title compound as an oil.

후처리

  1. extractionthe mixture was extracted with methylene chloride (2×50 ml)
  2. washThe combined organic extracts were washed with brine (50 ml)
  3. customthe solvent evaporated in vacuo
  4. customThe residue was purified by flash chromatography (2-4% methanol/methylene chloride gradient elution)

출처 및 근거

ORD 기록
ord-b1467f2bd5694d53a51470721eae605e
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05652257

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