Dimethylformamide → HCID 24765407、化合物

HRID 1255124ノート

反応式

HRID 1255124 の反応式
Br[C:2]1[C:7]2[O:8][CH2:9][O:10][C:6]=2[CH:5]=[C:4]([C:11]2[S:15][C:14]([NH:16][C:17](=[O:26])[C:18]3[C:23]([F:24])=[CH:22][CH:21]=[CH:20][C:19]=3[F:25])=[N:13][C:12]=2[CH3:27])[CH:3]=1.[CH3:28][N:29](C=O)C>C(OCC)(=O)C.[C-]#N.[Zn+2].[C-]#N.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:28]([C:2]1[C:7]2[O:8][CH2:9][O:10][C:6]=2[CH:5]=[C:4]([C:11]2[S:15][C:14]([NH:16][C:17](=[O:26])[C:18]3[C:23]([F:24])=[CH:22][CH:21]=[CH:20][C:19]=3[F:25])=[N:13][C:12]=2[CH3:27])[CH:3]=1)#[N:29]

参加物

6

反応物 2

HCID 6228DimethylformamideHCID 24765405N-(5-(7-Bromobenzo[d][1,3]dioxol-5-yl)-4-methylthiazol-2-yl)-2,6-difluorobenzamide

生成物 1

HCID 24765407HCID 24765407、化合物

試薬・触媒・溶媒 3

HCID 11186Zinc cyanide (Zn(CN)2)触媒HCID 178418397HCID 178418397、化合物触媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

A degassed mixture of Compound 56 (80 mg, 0.18 mmol), zinc cyanide (26 mg, 0.22 mmol) and tetrakis(triphenylphosphine)palladium (20.0 mg, 0.017 mmol) in DMF (2.0 mL) was heated to 100° C. overnight. The mixture was cooled to room temperature, diluted with ethyl acetate. The mixture was washed with a solution of saturated NaHCO3 then with brine, dried (Na2SO4), filtered and concentrated. The residue was purified on silica to provide Compound 58 (55 mg).

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. washThe mixture was washed with a solution of saturated NaHCO3
  3. dry with materialwith brine, dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified on silica

出典と根拠

ORDレコード
ord-ba6a557094f04c3688ab46c12cb7dc7f
出典データセット
uspto-grants-2013_06
特許番号
US08455658B2

反応ノート

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