Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 58394291, 화합물

HRID 2047590노트

반응식

HRID 2047590 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[C:12]([C:14](O)=[O:15])[C:11]([N:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)=[CH:10][N:9]=2)[CH:5]=[N:6][CH:7]=1.[CH3:22][O:23][C:24]1[CH:25]=[CH:26][C:27]([CH2:32][NH2:33])=[N:28][C:29]=1[O:30][CH3:31].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[CH3:22][O:23][C:24]1[CH:25]=[CH:26][C:27]([CH2:32][NH:33][C:14]([C:12]2[C:11]([N:17]3[CH2:18][CH2:19][CH2:20][CH2:21]3)=[CH:10][N:9]=[C:8]([C:4]3[CH:5]=[N:6][CH:7]=[C:2]([CH3:1])[CH:3]=3)[CH:13]=2)=[O:15])=[N:28][C:29]=1[O:30][CH3:31]

참가 물질

5

반응물 3

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 574847121-(5,6-Dimethoxypyridin-2-yl)methanamineHCID 67333799HCID 67333799, 화합물

생성물 1

HCID 58394291HCID 58394291, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 5′-methyl-5-(1-pyrrolidinyl)-2,3′-bipyridine-4-carboxylic acid (2-2, 0.026 g, 0.085 mmol) and 1-(5,6-dimethoxy-2-pyridinyl)methanamine (3-6, 0.017 g, 0.102 mmol) in DMF (0.17 mL) was added HATU (0.032 g, 0.085 mmol) followed by DEA (0.074 mL, 0.426 mmol) and stirred at ambient temperature for 1 h. The system was partitioned between saturated aqueous sodium bicarbonate and EtOAc, washed with brine and dried over magnesium sulfate. Filtration and concentration followed by purification via normal phase chromatography (0→10% MeOH in EtOAc) afforded the title compound (2-3) as a salmon powder. 1H NMR (500 MHz, CDCl3) δ 8.93 (s, 1H), 8.40 (m, 1H), 8.32 (s, 1H), 8.06 (m, 1H), 7.08 (s, 1H), 7.06 (d, 1H, J=8.0 Hz), 6.90 (d, 1H, J=8.0 Hz), 4.63 (d, 2H, J=4.5 Hz), 4.00 (s, 3H), 3.89 (s, 3H), 3.36 (m, 4H), 2.40 (s, 3H), 1.93 (m, 4H). HRMS[M+H]C24H22N5O3 calc'd 434.2187. found 434.2211.

후처리

  1. customThe system was partitioned between saturated aqueous sodium bicarbonate and EtOAc
  2. washwashed with brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationFiltration and concentration
  5. customfollowed by purification via normal phase chromatography (0→10% MeOH in EtOAc)

출처 및 근거

ORD 기록
ord-bd94d1f69cf34ae28f3569948e6bccdd
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592457B2

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