Diisopropylethylamine → HCID 178488474, 화합물

HRID 2102238노트

반응식

HRID 2102238 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[N:11]([CH2:22][C:23]3[CH:31]=[CH:30][C:26]([C:27]([OH:29])=O)=[CH:25][CH:24]=3)[N:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.O[N:33]1[C:37]2[N:38]=CC=C[C:36]=2[N:35]=[N:34]1.C([N:45](CC)C(C)C)(C)C.Cl.CN(C)CCCN=C=NCC>C(Cl)Cl.CN(C=O)C.C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:13]=[C:12]([C:14]3[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=3)[N:11]([CH2:22][C:23]3[CH:31]=[CH:30][C:26]([C:27]([NH:38][CH2:37][C:36]4[NH:45][N:33]=[N:34][N:35]=4)=[O:29])=[CH:25][CH:24]=3)[N:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 181649HOAtHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 67335518HCID 67335518, 화합물

생성물 1

HCID 178488474HCID 178488474, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 22350042dichloromethane N,N-dimethylformamide용매

실험 절차

To a solution of the intermediate from example 73 step D (100 mg, 0.22 mmol) in 1:1 DMF/DCM (0.54 mL) was added 1-hydroxy-7-azabenzo-triazole (35 mg, 0.264 mmol), N,N-diisopropylethyl amine (92 μL, 0.53 mmol) amino methyl tetrazole (26 mg, 0.26 mmol) and 1-(3-(Dimethylamino)propyl-3-ethyl carbodiimide hydrochloride (51 mg, 0.26 mmol). The reaction was left stirring at room temperature for 18 hours. The reaction was diluted with DCM, washed with 1N HCl, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by reverse phase HPLC (Gilson) to give the title compound. 1H NMR (DMSO, 500 MHz): δ 9.21(t, J=5.3 Hz, 1H), 7.88(d, J=2.1 Hz, 2H), 7.83(d, J=8.5 Hz, 2H), 7.56(t, J=2.1 Hz, 1H), 7.39(d, J=8.7 Hz, 2H), 7.15(d, J=8.3 Hz, 2H), 7.12(s, 1H), 7.04(d, J=8.7 Hz, 2H), 5.49(s, 2H), 4.74(d, J=5.4 Hz, 2H), 3.79(s, 3H). LC-MS: 3.82 min; (M+H)=534.1.

후처리

  1. waitThe reaction was left
  2. washwashed with 1N HCl
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by reverse phase HPLC (Gilson)

출처 및 근거

ORD 기록
ord-6e897cf8e7364232b0e4a521b1b5ff3d
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07572922B2

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