Dimethylformamide → HCID 68308651, 화합물

HRID 922418노트

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HRID 922418 반응식
COCCCO[N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH:16]([NH:18][CH:19]3[CH2:21][CH2:20]3)[CH3:17])[CH:14]=2)[C:9]([CH3:22])=[N:8]1.[C:23]([O:27][C:28]([N:30]1[CH2:35][CH2:34][O:33][C@@H:32]([C:36]([OH:38])=O)[CH2:31]1)=[O:29])([CH3:26])([CH3:25])[CH3:24].ON1[C:44]2C=CC=[CH:48][C:43]=2N=N1.Cl.C(N=C=N[CH2:55][CH2:56][CH2:57]N(C)C)C.CN(C)[CH:63]=[O:64]>C(OCC)(=O)C>[CH:19]1([N:18]([C@@H:16]([C:13]2[CH:14]=[C:15]3[C:10]([C:9]([CH3:22])=[N:8][N:7]3[CH2:44][CH2:43][CH2:48][O:64][CH3:63])=[CH:11][CH:12]=2)[CH3:17])[C:36]([C@@H:32]2[O:33][CH2:34][CH2:35][N:30]([C:28]([O:27][C:23]([CH3:24])([CH3:25])[CH3:26])=[O:29])[CH2:31]2)=[O:38])[CH2:20][CH2:21]1.[CH:19]1([N:18]([C@H:16]([C:13]2[CH:14]=[C:15]3[C:10]([C:9]([CH3:22])=[N:8][N:7]3[CH2:55][CH2:56][CH2:57][O:64][CH3:63])=[CH:11][CH:12]=2)[CH3:17])[C:36]([C@@H:32]2[O:33][CH2:34][CH2:35][N:30]([C:28]([O:27][C:23]([CH3:24])([CH3:25])[CH3:26])=[O:29])[CH2:31]2)=[O:38])[CH2:20][CH2:21]1

참가 물질

8

반응물 5

HCID 6228DimethylformamideHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 6559076(2R)-4-((tert-butoxy)carbonyl)morpholine-2-carboxylic acidHCID 117868296N-{1-[1-(3-methoxypropoxy)-3-methyl-1H-indazol-6-yl]ethyl}-cyclopropanamine

생성물 2

HCID 68308651HCID 68308651, 화합물HCID 68308653HCID 68308653, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of N-{1-[1-(3-methoxypropoxy)-3-methyl-1H-indazol-6-yl]ethyl}-cyclopropanamine (2.63 g) and (2R)-4-(tert-butoxycarbonyl)morpholine-2-carboxylic acid (2.32 g) in N,N-dimethylformamide (25 mL) were added 1-hydroxybenzotriazole (1.36 g) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.11 g) under ice-cooling, and then the mixture was stirred at room temperature for 3 hours. To the reaction mixture was added ethyl acetate, and the mixture was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate/methanol=30/3/1→9/3/1) to give tert-butyl (2R)-2-[(cyclopropyl{(1R)-1-[1-(3-methoxypropyl)-3-methyl-1H-indazol-6-yl]ethyl}amino) carbonyl]morpholin-4-carboxylate [Ex(162-1)] (1.71 g) and tert-butyl (2R)-2-[(cyclopropyl{(1S)-1-[1-(3-methoxypropyl)-3-methyl-1H-indazol-6-yl]ethyl}amino) carbonyl]morpholin-4-carboxylate [Ex(162-1)] (468 mg) as a colorless oil.

후처리

  1. temperaturecooling
  2. washthe mixture was washed with saturated saline
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate/methanol=30/3/1→9/3/1)

출처 및 근거

ORD 기록
ord-1baade1bc44a41068c0f020ebcbee838
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278944B2

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