Triethylamine → HCID 17864620, 화합물

HRID 19514

반응식

HRID 19514 반응식
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([OH:14])=O)[CH:10]=2)[N:5]=[C:4]([CH3:15])[CH:3]=1.C(OC([NH:23][C:24]1[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][CH:25]=1)=O)(C)(C)C.C(N(CC)CC)C.CN([P+](ON1N=NC2C=CC=CC1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([NH:23][C:24]3[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][CH:25]=3)=[O:14])[CH:10]=2)[N:5]=[C:4]([CH3:15])[CH:3]=1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 688611tert-Butyl (4-aminophenyl)carbamateHCID 71379804-Amino-2-methylquinoline-6-carboxylic acid

생성물 1

HCID 17864620HCID 17864620, 화합물수율 29.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 270 mg (1.0 mmol) 4-amino-2-methyl-6-quinolincarboxylic acid, 220 mg (1.1 mmol) 4-t-butoxycarbonylaminoaniline, and 0.56 ml (4.0 mmol) triethylamine in 10 ml DMF was added 4.42 mg (1.0 mmol) BOP reagent. After 1 h stirring at room temperature the solution was evaporated. The residue was dissolved in 1M solution of NaOH and extracted with ethyl acetate and the organic layer was washed with water and brine, dried (MgSO4) and evaporated. The residue was treated with 4M HCl in dioxane at room temperature for 1 h. After evaporation the residue was purified by HPLC and lyophilized to give 86 mg (17%) of the title compound. MS 293.3 (M+H)+

후처리

  1. customwas evaporated
  2. dissolutionThe residue was dissolved in 1M solution of NaOH
  3. extractionextracted with ethyl acetate
  4. washthe organic layer was washed with water and brine
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. additionThe residue was treated with 4M HCl in dioxane at room temperature for 1 h
  8. customAfter evaporation the residue
  9. customwas purified by HPLC

출처 및 근거

ORD 기록
ord-222f3fecb60948be81763edec7341b4d
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745443B2

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