Acetic Acid → 6-Bromo-1-cyclopentyl-2-methyl-1H-benzoimidazole

HRID 2264363노트

반응식

HRID 2264363 반응식
[Br:1][C:2]1[CH:3]=[C:4]([NH:9][CH:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)[C:5]([NH2:8])=[CH:6][CH:7]=1.[C:15](OCC)(OCC)(OCC)[CH3:16].C(O)(=O)C.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]2[N:8]=[C:15]([CH3:16])[N:9]([CH:10]3[CH2:14][CH2:13][CH2:12][CH2:11]3)[C:4]=2[CH:3]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 66221Triethyl orthoacetateHCID 516892Sodium BicarbonateHCID 65343498HCID 65343498, 화합물

생성물 1

HCID 674280416-Bromo-1-cyclopentyl-2-methyl-1H-benzoimidazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Heat a mixture of 4-bromo-N2-cyclopentyl-benzene-1,2-diamine (10.6 g), triethyl orthoacetate (9.5 ml) and acetic acid (6.3 mL) at 100° C. for 2.5 h. Dilute with DCM and pour onto an aqueous saturated solution of sodium bicarbonate. Dry over sodium sulfate and remove the solvent under vacuum. Purify by silica gel column chromatography, eluting with DCM/ethanol-10% NH3 (0-3%) to afford 10.67 g of the title compound. MS (ES+): m/z=280 (M+H)+.

후처리

  1. temperatureHeat
  2. dry with materialDry over sodium sulfate
  3. customremove the solvent under vacuum
  4. customPurify by silica gel column chromatography
  5. washeluting with DCM/ethanol-10% NH3 (0-3%)

출처 및 근거

ORD 기록
ord-9fbd4e68e311494495f5ca37f688c39e
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07855211B2

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