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

HRID 1710455노트

반응식

HRID 1710455 반응식
[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

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6228Dimethylformamide용매

반응 조건

온도
65 °C

실험 절차

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]+.

후처리

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

출처 및 근거

ORD 기록
ord-2a40bde6bae84bda81a7ca3945110d31
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790712B2

반응 노트

불러오는 중…