Diisopropylethylamine → HCID 123960931, 화합물

HRID 535550노트

반응식

HRID 535550 반응식
[NH2:1][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[O:13])[N:5]([NH:14][C:15](=[O:24])[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)[N:4]=1.CCN(C(C)C)C(C)C.[C:34](Cl)(=[O:42])[O:35][CH:36]1[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1>C(Cl)Cl.CCOCC>[CH:36]1([O:35][C:34](=[O:42])[NH:1][CH2:2][C:3]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:13])[N:5]([NH:14][C:15](=[O:24])[CH2:16][C:17]3[CH:18]=[CH:19][C:20]([Cl:23])=[CH:21][CH:22]=3)[N:4]=2)[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 83262Carbonochloridic acid, cyclohexyl esterHCID 70976268HCID 70976268, 화합물

생성물 1

HCID 123960931HCID 123960931, 화합물

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

A mixture of the product of Example 42 (90 mg, 0.26 mmol), iPr2NEt (0.078 mL, 0.45 mmol), and cyclohexyl carbonochloridate (51.2 mg, 0.315 mmol) in DCM (4 mL) was stirred at room temperature for 8 hours, diluted with Et2O, washed with sat NaHCO3 and brine, dried (MgSO4), filtered, concentrated, and chromatographed (17-25% EtOAc/DCM) to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.60 (s, 1H), 8.32 (dd, J=7.8, 1.4 Hz, 1H), 8.10 (d, J=8.0 Hz, 1H), 7.97-8.03 (m, 1H), 7.91 (td, J=7.5, 1.2 Hz, 1H), 7.60-7.65 (m, 1H), 7.41 (s, 4H), 4.47-4.51 (m, 3H), 3.67 (s, 2H), 1.58-1.84 (m, 4H), 1.41-1.54 (m, 1H), 1.10-1.35 (m, 4H); MS (ESI−) M/Z 467 (M−H)−.

후처리

  1. washwashed
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customchromatographed (17-25% EtOAc/DCM)

출처 및 근거

ORD 기록
ord-eba5a92365184361befacbb0f49f4848
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859549B2

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