Potassium Carbonate → 4-[2-(3-tert-Butyl-phenylamino)-quinoxalin-6-yloxy]-pyridine-2-carboxylic Acid Methylamide

HRID 639366ノート

反応式

HRID 639366 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([NH:11][C:12]2[CH:21]=[N:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([OH:22])[CH:18]=3)[N:13]=2)[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].C[Si]([N-][Si](C)(C)C)(C)C.[K+].[CH3:33][NH:34][C:35]([C:37]1[CH:42]=[C:41](Cl)[CH:40]=[CH:39][N:38]=1)=[O:36].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:33][NH:34][C:35]([C:37]1[CH:42]=[C:41]([O:22][C:17]2[CH:18]=[C:19]3[C:14](=[CH:15][CH:16]=2)[N:13]=[C:12]([NH:11][C:7]2[CH:8]=[CH:9][CH:10]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[CH:6]=2)[CH:21]=[N:20]3)[CH:40]=[CH:39][N:38]=1)=[O:36]

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 14768144-Chloro-N-methylpicolinamideHCID 3251421Potassium bis(trimethylsilyl)amideHCID 1361450542-(3-tert-Butyl-phenylamino)-quinoxalin-6-ol

生成物 1

HCID 117506994-[2-(3-tert-Butyl-phenylamino)-quinoxalin-6-yloxy]-pyridine-2-carboxylic Acid Methylamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

The mixture containing 2-(3-tert-butyl-phenylamino)-quinoxalin-6-ol (1 eq), potassiumbis(trimethylsilyl)amide (4eq), was stirred in dimethylformamide for 30 min. at room temperature. To this mixture was added 4-chloro-pyridine-2-carboxylic acid methylamide (1 eq) and potassium carbonate (1.2 eq) and microwaved for 6 mins. at 170° C. The reaction mixture was then concentrated and partitioned between ethyl acetate and water. The organic layer was separated and washed with brine, dried, filtered and concentrated. Purification on Prep LC yielded the desired product.

後処理

  1. custommicrowaved for 6 mins
  2. customat 170° C
  3. concentrationThe reaction mixture was then concentrated
  4. custompartitioned between ethyl acetate and water
  5. customThe organic layer was separated
  6. washwashed with brine
  7. customdried
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customPurification on Prep LC

出典と根拠

ORDレコード
ord-56526b2e1b914cc5982377d356bb5195
出典データセット
uspto-grants-2010_04
特許番号
US07691866B2

反応ノート

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