Diisopropylethylamine → HCID 52950834, 화합물

HRID 83087노트

반응식

HRID 83087 반응식
Cl.[CH3:2][C:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][C:4]=1[CH:12]1[CH2:15][NH:14][CH2:13]1.Cl.[CH3:17][N:18]1[CH2:23][CH2:22][C:21]2([CH2:32][C:31]3[C:26](=[N:27][CH:28]=[C:29](/[CH:33]=[CH:34]/[C:35](O)=[O:36])[CH:30]=3)[NH:25][C:24]2=[O:38])[CH2:20][CH2:19]1.CCN=C=NCCCN(C)C.Cl.C1C=NC2N(O)N=NC=2C=1.C(N(CC)C(C)C)(C)C>CN(C=O)C>[CH3:17][N:18]1[CH2:19][CH2:20][C:21]2([CH2:32][C:31]3[C:26](=[N:27][CH:28]=[C:29](/[CH:33]=[CH:34]/[C:35]([N:14]4[CH2:13][CH:12]([C:4]5[O:5][C:6]6[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=6[C:3]=5[CH3:2])[CH2:15]4)=[O:36])[CH:30]=3)[NH:25][C:24]2=[O:38])[CH2:22][CH2:23]1

참가 물질

7

반응물 5

HCID 81531DiisopropylethylamineHCID 181649HOAtHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 67154626HCID 67154626, 화합물HCID 67154696HCID 67154696, 화합물

생성물 1

HCID 52950834HCID 52950834, 화합물수율 35%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 3-(3-methylbenzofuran-2-yl)azetidine hydrochloride (21.7 mg, 0.097 mmol) and (E)-3-(1′-methyl-2-oxo-2,4-dihydro-1H-spiro[[1,8]naphthyridine-3,4′-piperidine]-6-yl)acrylic acid hydrochloride (22.0 mg, 0.065 mmol) in DMF (3 mL) were added EDCI.HCl (18.9 mg, 0.099 mmol), HOAt (13.9 mg, 0.102 mmol) and N,N-diisopropylethylamine (57 μL, 0.333 mmol). The reaction was stirred at rt for 20 h., after which the mixture was partitioned between DCM and H2O. The layers were separated and the aqueous layer extracted with DCM (3×). The combined organic layers were washed with brine (3×), dried over Na2SO4 and concentrated and the residue was purified by flash chromatography (DCM/MeOH, 5%→20%). The product (10.6 mg, 35%) was obtained as a white powder.

후처리

  1. customafter which the mixture was partitioned between DCM and H2O
  2. customThe layers were separated
  3. extractionthe aqueous layer extracted with DCM (3×)
  4. washThe combined organic layers were washed with brine (3×)
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customthe residue was purified by flash chromatography (DCM/MeOH, 5%→20%)

출처 및 근거

ORD 기록
ord-ad95deb58f134f5892a47240aca3fed9
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846711B2

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