Dimethylformamide → HCID 68308651、化合物

HRID 922418ノート

反応式

HRID 922418 の反応式
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

参加物

8

反応物 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

生成物 2

HCID 68308651HCID 68308651、化合物HCID 68308653HCID 68308653、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-1baade1bc44a41068c0f020ebcbee838
出典データセット
uspto-grants-2016_03
特許番号
US09278944B2

反応ノート

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