Acetonitrile → HCID 66802657、化合物

HRID 341476

反応式

HRID 341476 の反応式
[NH2:1][C:2]1[N:7]=[C:6](Cl)[N:5]=[C:4]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:11]=2[F:17])[N:3]=1.C1N2CC[N:20](CC2)[CH2:19]1.C(#N)C>[C-]#N.C([N+](CCCC)(CCCC)CCCC)CCC.C(OCC)(=O)C>[NH2:1][C:2]1[N:7]=[C:6]([C:19]#[N:20])[N:5]=[C:4]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:11]=2[F:17])[N:3]=1

参加物

6

反応物 3

HCID 6342AcetonitrileHCID 9237DabcoHCID 80798689HCID 80798689、化合物2 回

生成物 1

HCID 66802657HCID 66802657、化合物収率 69%

試薬・触媒・溶媒 2

HCID 165872Tetrabutylammonium Cyanide触媒HCID 8857Ethyl Acetate溶媒

実験手順

To 2-amino-4-chloro-6-(2,3-difluorophenylamino)-[1,3,5]triazine (Intermediate 55, 1.0 g, 3.89 mmol) was added DABCO (540 mg, 4.67 mmol), tetra n-butylammonium cyanide (1.15 g, 4.28 mmol) and anhydrous acetonitrile (15 mL). The reaction mixture was stirred at 50 C for 1 h, diluted with 50 mL ethyl acetate, extracted with 1M aq. citric acid (2×50 mL), water (2×50 mL), saturated brine (50 mL) and dried further over anhydrous sodium sulfate. Evaporation of the solvent gave a red gum which was purified by column chromatography on silica eluting with DCM-2% ethyl acetate to give the desired compound (429 mg, 69%). Method B HPLC-MS: MH+ requires m/z=249. Found: m/z=249, Rt=1.64 min (91%).

後処理

  1. extractionextracted with 1M aq. citric acid (2×50 mL), water (2×50 mL), saturated brine (50 mL)
  2. dry with materialdried further over anhydrous sodium sulfate
  3. customEvaporation of the solvent
  4. customgave a red gum which
  5. customwas purified by column chromatography on silica eluting with DCM-2% ethyl acetate

出典と根拠

ORDレコード
ord-538beb4597cd41e69de3970bd424dde2
出典データセット
uspto-grants-2014_11
特許番号
US08895733B2

関連ノート

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