6-Aminonicotinic acid → (6-Aminopyridin-3-yl)((3S,5S)-3,5-dimethylmorpholino)methanone

HRID 1022217노트

반응식

HRID 1022217 반응식
[CH3:1][C@H:2]1[CH2:7][O:6][CH2:5][C@H:4]([CH3:8])[NH:3]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH2:42][C:43]1[CH:51]=[CH:50][C:46]([C:47](O)=[O:48])=[CH:45][N:44]=1>CN(C=O)C>[NH2:42][C:43]1[N:44]=[CH:45][C:46]([C:47]([N:3]2[C@@H:4]([CH3:8])[CH2:5][O:6][CH2:7][C@@H:2]2[CH3:1])=[O:48])=[CH:50][CH:51]=1

참가 물질

6

반응물 4

HCID 184966-Aminonicotinic acidHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 11768549(3S,5S)-3,5-Dimethylmorpholine

생성물 1

HCID 86684581(6-Aminopyridin-3-yl)((3S,5S)-3,5-dimethylmorpholino)methanone수율 34%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of (3S,5S)-3,5-dimethylmorpholine (115 mg, 1.0 mmol) in DMF (2 mL) was added HATU (380 mg, 1.0 mmol), DIPEA (260 mg, 2.0 mmol), and 6-aminonicotinic acid (138 mg, 1.0 mmol) at room temperature. After stirring for 18 h, the reaction mixture was filtered and purified with Combiflash (A: 1‰NH4HCO3/water, B: acetonitrile) to afford 324a (80 mg, 34%) as a yellow solid. MS (ESI): 236.1 (M+H).

후처리

  1. filtrationthe reaction mixture was filtered
  2. custompurified with Combiflash (A: 1‰NH4HCO3/water, B

출처 및 근거

ORD 기록
ord-d1840a3d1da54e6fa58aca05f0558a48
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716274B2

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