Tert-butyldicarbonate → HCID 22929887、化合物

HRID 1295924ノート

反応式

HRID 1295924 の反応式
[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]

参加物

5

反応物 2

HCID 22064466Tert-butyldicarbonate2 回HCID 229298705-Cyano-2-ethoxy-N,4-dimethylbenzamide

生成物 1

HCID 22929887HCID 22929887、化合物収率 60.4%

試薬・触媒・溶媒 2

HCID 218852-Dimethylaminopyridine触媒HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-15dbb5cd070d4e1db8afd5dbbdfae712
出典データセット
uspto-grants-2007_07
特許番号
US07244730B2

反応ノート

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