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

HRID 2272558ノート

反応式

HRID 2272558 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 71508397HCID 71508397、化合物収率 57.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-abc078bc4f524bb0a99da014d7c9504c
出典データセット
uspto-grants-2015_09
特許番号
US09120776B2

反応ノート

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