Tert-butyldicarbonate → HCID 22929887, 화합물

HRID 1295924노트

반응식

HRID 1295924 반응식
[CH3:1][NH:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([C:10]#[N:11])[C:7]([CH3:12])=[CH:6][C:5]=1[O:13][CH2:14][CH3:15].[C:17]([O:24]C([O-])=O)([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=O>C(#N)C.CN(C1C=CC=CN=1)C>[C:10]([C:8]1[C:7]([CH3:12])=[CH:6][C:5]([O:13][CH2:14][CH3:15])=[C:4]([CH:9]=1)[C:3]([N:2]([CH3:1])[C:17](=[O:24])[O:19][C:20]([CH3:21])([CH3:22])[CH3:23])=[O:16])#[N:11]

참가 물질

5

반응물 2

HCID 22064466Tert-butyldicarbonate2회HCID 229298705-Cyano-2-ethoxy-N,4-dimethylbenzamide

생성물 1

HCID 22929887HCID 22929887, 화합물수율 60.4%

시약·촉매·용매 2

HCID 218852-Dimethylaminopyridine촉매HCID 6342Acetonitrile용매

실험 절차

After suspending N1,4-dimethyl-5-cyano-2-ethoxybenzamide (92 g) in acetonitrile (11), tert-butyl dicarbonate (110 g) and dimethylaminopyridine (2.6 g) were added and the mixture was stirred at room temperature overnight. The reaction mixture was heated to 90° C. and stirred for 3 hours. tert-Butyl dicarbonate (110 g) was further added and the mixture was stirred at 50° C. overnight. After cooling to room temperature, the precipitated crystals were filtered off (24.3 g). The filtrate was concentrated and the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (81.1 g) as a white solid.

후처리

  1. additionwere added
  2. temperatureThe reaction mixture was heated to 90° C.
  3. stirringstirred for 3 hours
  4. stirringthe mixture was stirred at 50° C. overnight
  5. temperatureAfter cooling to room temperature
  6. filtrationthe precipitated crystals were filtered off (24.3 g)
  7. concentrationThe filtrate was concentrated
  8. customthe residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-15dbb5cd070d4e1db8afd5dbbdfae712
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244730B2

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