Trifluoroacetic acid → HCID 9861312, 화합물

HRID 1724693노트

반응식

HRID 1724693 반응식
C(OC([NH:8][C:9]1[C:19]([CH3:20])=[CH:18][C:12]([O:13][CH2:14][C:15]([OH:17])=O)=[C:11]([CH3:21])[C:10]=1[CH3:22])=O)(C)(C)C.C(OC([N:30]1[CH2:35][CH2:34][CH:33]([NH:36][CH3:37])[CH2:32][CH2:31]1)=O)(C)(C)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(=O)([O-])O.[Na+].FC(F)(F)C(O)=O>CN(C)C=O.C(Cl)Cl.C(N(CC)CC)C>[NH2:8][C:9]1[C:19]([CH3:20])=[CH:18][C:12]([O:13][CH2:14][C:15]([N:36]([CH3:37])[CH:33]2[CH2:34][CH2:35][NH:30][CH2:31][CH2:32]2)=[O:17])=[C:11]([CH3:21])[C:10]=1[CH3:22]

참가 물질

9

반응물 5

HCID 6422Trifluoroacetic acidHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 516892Sodium BicarbonateHCID 15380702tert-Butyl 4-(methylamino)piperidine-1-carboxylateHCID 22048569HCID 22048569, 화합물

생성물 1

HCID 9861312HCID 9861312, 화합물수율 82.8%

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

실험 절차

A solution of 1.86 g of 2-[4-(tert-butoxycarbonylamino)-2,3,5-trimethylphenoxy]acetic acid, 1.43 g of 1-(tert-butoxycarbonyl)-4-methylaminopiperidine, 2.94 g of benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP Reagent) and 1.26 ml of triethylamine in 30 ml of dimethylformamide was stirred over night at room temperature. Then, 15 ml of saturated sodium hydrogen carbonate solution was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with brine, dried and concentrated under reduced pressure to give a residue. The obtained residue was dissolved in 30 ml of methylene chloride, and to this solution was added 7.5 ml of trifluoroacetic acid at 0° C., then the mixture was stirred for 2 hours at room temperature. After removal of the solvent, the resultant residue was purified by silica gel column chromatography (methylene chloride:methanol=12:1) to give 1.52 g (81%) of the above-mentioned compound (1).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customto give a residue
  6. customAfter removal of the solvent
  7. customthe resultant residue was purified by silica gel column chromatography (methylene chloride:methanol=12:1)

출처 및 근거

ORD 기록
ord-375b1cb9b94547c68db68c54d6821e32
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07488738B2

반응 노트

불러오는 중…