Water → 9-Oxo-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-3-carboxylic acid pyridin-3-ylamide

HRID 1710455ノート

反応式

HRID 1710455 の反応式
[O:1]=[C:2]1[C:7]2=[CH:8][C:9]3[C:14]([N:6]2[CH2:5][CH2:4][CH2:3]1)=[CH:13][C:12]([C:15]([OH:17])=O)=[CH:11][CH:10]=3.CN(C(ON1N=[N:33][C:28]2[CH:29]=[CH:30][CH:31]=[N:32][C:27]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.N1C=CC=C(N)C=1.O>CN(C=O)C.CN(C1C=CN=CC=1)C>[N:32]1[CH:31]=[CH:30][CH:29]=[C:28]([NH:33][C:15]([C:12]2[CH:13]=[C:14]3[C:9]([CH:8]=[C:7]4[C:2](=[O:1])[CH2:3][CH2:4][CH2:5][N:6]43)=[CH:10][CH:11]=2)=[O:17])[CH:27]=1

参加物

7

反応物 4

HCID 962WaterHCID 100093-AminopyridineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 587675619-Oxo-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-3-carboxylic acid

生成物 1

HCID 156048459-Oxo-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-3-carboxylic acid pyridin-3-ylamide収率 20%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

To a solution of 9-oxo-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-3-carboxylic acid (983 mg, 4.29 mmol) in anhydrous DMF (5 mL) was added HATU (4.00 g, 10.5 mmol), DMAP (3.00 g, 25.0 mmol) and pyridine-3-ylamine (1.00 g, 10.6 mmol). The reaction was stirred at 65° C. for 36 h. The reaction was poured into water and the resulting precipitate was filtered, washed with water and triturated with cold MeCN to give the title compound (256 mg, 20%) as an analytically pure as a brown powder; ESI-MS m/z 306 [M+H]+.

後処理

  1. filtrationthe resulting precipitate was filtered
  2. washwashed with water
  3. customtriturated with cold MeCN

出典と根拠

ORDレコード
ord-2a40bde6bae84bda81a7ca3945110d31
出典データセット
uspto-grants-2010_09
特許番号
US07790712B2

反応ノート

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