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

HRID 2264363ノート

反応式

HRID 2264363 の反応式
[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

参加物

6

反応物 4

HCID 176Acetic AcidHCID 66221Triethyl orthoacetateHCID 516892Sodium BicarbonateHCID 65343498HCID 65343498、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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)+.

後処理

  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%)

出典と根拠

ORDレコード
ord-9fbd4e68e311494495f5ca37f688c39e
出典データセット
uspto-grants-2010_12
特許番号
US07855211B2

反応ノート

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