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

HRID 639366노트

반응식

HRID 639366 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-56526b2e1b914cc5982377d356bb5195
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691866B2

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