Sodium Carbonate → HCID 56599239、化合物

HRID 2174956ノート

反応式

HRID 2174956 の反応式
Br[C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][C:6]3[N:12]([CH3:29])[C:13](=[N:26][C:27]#[N:28])[N:14]([C:15]4[CH:20]=[CH:19][C:18]([C:21]([C:24]#[N:25])([CH3:23])[CH3:22])=[CH:17][CH:16]=4)[C:5]=3[C:4]=2[CH:3]=1.[F:30][C:31]1[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:32]=1[S:38]([NH:41][C:42]1[C:43]([O:57][CH3:58])=[N:44][CH:45]=[C:46](B2OC(C)(C)C(C)(C)O2)[CH:47]=1)(=[O:40])=[O:39].C(=O)([O-])[O-].[Na+].[Na+]>CN(C=O)C>[C:27]([N:26]=[C:13]1[N:12]([CH3:29])[C:6]2[CH:7]=[N:8][C:9]3[CH:10]=[CH:11][C:2]([C:46]4[CH:47]=[C:42]([NH:41][S:38]([C:32]5[CH:33]=[CH:34][C:35]([F:37])=[CH:36][C:31]=5[F:30])(=[O:40])=[O:39])[C:43]([O:57][CH3:58])=[N:44][CH:45]=4)=[CH:3][C:4]=3[C:5]=2[N:14]1[C:15]1[CH:16]=[CH:17][C:18]([C:21]([C:24]#[N:25])([CH3:22])[CH3:23])=[CH:19][CH:20]=1)#[N:28]

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 595647052,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)benzenesulfonamideHCID 86683446HCID 86683446、化合物

生成物 1

HCID 56599239HCID 56599239、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
111 °C

実験手順

To the stirred solution N-(8-bromo-1-(4-(2-cyanopropan-2-yl)phenyl)-3-methyl-1H-imidazo[4,5-c]quinolin-2(3H)-ylidene)cyanamide (0.211 mmol) in dry DMF (5 ml) was added 2,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)benzenesulfonamide (0.390 mmol) followed by catalyst palladium dichlorobis triphenylphosphine (0.021 mmol). Saturated solution of sodium carbonate (0.780 mmol) was added to it and the resulting solution was heated to 111° C. for 8 minutes in microwave. Solvent was removed and the crude material was extracted in EtOAc, washed with brine several times and dried over anhydrous Na2SO4. The solvent was evaporated and the crude solid was purified (silica gel column, CHCl3/MeOH as eluent) to obtain the title compound.

後処理

  1. customSolvent was removed
  2. extractionthe crude material was extracted in EtOAc
  3. washwashed with brine several times
  4. dry with materialdried over anhydrous Na2SO4
  5. customThe solvent was evaporated
  6. customthe crude solid was purified (silica gel column, CHCl3/MeOH as eluent)

出典と根拠

ORDレコード
ord-b1b17ec85bc94f0f8d2e3e262d446056
出典データセット
uspto-grants-2015_06
特許番号
US09062046B2

反応ノート

読み込み中…