9-Ethyl-2,3,4,9-tetrahydro-1h-carbazol-6-amine → HCID 71508397, 화합물

HRID 2272558노트

반응식

HRID 2272558 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:18])[CH2:11][CH:12]([CH3:17])[CH2:13][C:14]([OH:16])=O)=[CH:5][CH:4]=1)#[N:2].[CH2:19]([N:21]1[C:33]2[CH2:32][CH2:31][CH2:30][CH2:29][C:28]=2[C:27]2[C:22]1=[CH:23][CH:24]=[C:25]([NH2:34])[CH:26]=2)[CH3:20].CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.O>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10](=[O:18])[CH2:11][CH:12]([CH3:17])[CH2:13][C:14]([NH:34][C:25]2[CH:26]=[C:27]3[C:22](=[CH:23][CH:24]=2)[N:21]([CH2:19][CH3:20])[C:33]2[CH2:32][CH2:31][CH2:30][CH2:29][C:28]3=2)=[O:16])=[CH:7][CH:8]=1)#[N:2]

참가 물질

7

반응물 4

HCID 446179-Ethyl-2,3,4,9-tetrahydro-1h-carbazol-6-amineHCID 81531DiisopropylethylamineHCID 3981627HCID 3981627, 화합물HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

생성물 1

HCID 71508397HCID 71508397, 화합물수율 57.8%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 5-(4-cyanophenylamino)-3-methyl-5-oxopentanoic acid (172 mg, 0.70 mmol), 9-ethyl-2,3,4,9-tetrahydro-1H-carbazol-6-amine (150 mg, 0.70 mmol) and DIEA (0.367 mL, 2.10 mmol) in DMF (8 mL) was added HATU (399 mg, 1.05 mmol), and the mixture was stirred at room temperature for 14 hr. The reaction mixture was poured into water, and extracted with ethyl acetate. The organic layer was separated, washed with water and saturated brine, and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 100% ethyl acetate/hexane) to give the title compound (179 mg, 0.404 mmol, 57.8%) as a white powder.

후처리

  1. extractionextracted with ethyl acetate
  2. customThe organic layer was separated
  3. washwashed with water and saturated brine
  4. customdried
  5. customthe solvent was evaporated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 100% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-abc078bc4f524bb0a99da014d7c9504c
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09120776B2

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