Diisopropylethylamine → HCID 24809791, 화합물

HRID 1446305노트

반응식

HRID 1446305 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:12][N:11]=[CH:10][C:9]=1[C:13]([OH:15])=O.[C:16]1([CH:22]2[CH2:26][CH2:25][NH:24][CH2:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:12][N:11]=[CH:10][C:9]=1[C:13]([N:24]1[CH2:25][CH2:26][CH:22]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:23]1)=[O:15]

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 31467433-PhenylpyrrolidineHCID 224942765-(2-Chlorophenyl)-1,2-oxazole-4-carboxylic acid

생성물 1

HCID 24809791HCID 24809791, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

5-(2-chlorophenyl)-isoxazole-4-carboxylic acid (51.6 mg, 0.231 mmol), 3-phenylpyrrolidine (40 mg, 0.271 mmol), O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (92.6 mg, 0.288 mmol) and diisopropylethylamine (49.7 mg, 0.384 mmol) were mixed in dimethylformamide (1.5 mL) and stirred at room temperature over night. Solvent was evaporated in vacuo (0.5-1.0 mL) and the residue was taken up in dichloromethane (1 mL), filtered and purified by normal-phase chromatography (20-50% EtOAc:petroleum ether). The combined fractions were partitioned between H2O/Acetic acid (pH 4) and ethyl acetate. The organic fractions were washed with H2O/brine and concentrated in vacuo to afford the title compound. HRMS (ESI, pos. ion) m/z calcd for C20H17ClN2O2: 352.0979, found 352.0980.

후처리

  1. customSolvent was evaporated in vacuo (0.5-1.0 mL)
  2. filtrationfiltered
  3. custompurified by normal-phase chromatography (20-50% EtOAc:petroleum ether)
  4. customThe combined fractions were partitioned between H2O/Acetic acid (pH 4) and ethyl acetate
  5. washThe organic fractions were washed with H2O/brine
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-abb57a98bbfd4458acb1a712c8d9014b
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666888B2

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