1,2-Dichloroethane → HCID 86686947, 화합물

HRID 2282357노트

반응식

HRID 2282357 반응식
[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][NH2:9])=[N:6][CH:7]=1.[CH3:10][N:11]1[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C:19](O)=[O:20])[CH2:13][CH2:12]1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][NH:9][C:19](=[O:20])[CH2:18][CH2:17][N:14]2[CH2:13][CH2:12][N:11]([CH3:10])[CH2:16][CH2:15]2)=[N:6][CH:7]=1

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 13953803-(4-Methylpiperazin-1-yl)propanoic acidHCID 199167865-Fluoro-2-hydrazinylpyridine

생성물 1

HCID 86686947HCID 86686947, 화합물수율 73%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

5-fluoro-2-hydrazinopyridine (295 mg, 2.32 mmol) and 3-(4-methyl-1-piperazinyl)propionic acid (400 mg, 2.32 mmol) were dissolved in DCM (15 mL). EDC (536 mg, 2.79 mmol) and HOBt (31.0 mg, 0.23 mmol) were added and the reaction stirred for 18 h. The mixture was loaded onto an SCX-2 cartridge, which was washed with MeOH product eluted with 2M NH3 in MeOH. Further purification by FCC, using 0-10% [2M NH3 in MeOH] in DCM, afforded the title compound (458 mg, 1.63 mmol, 73%). 1H NMR (400 MHz, CDCl3): 2.32 (3H, s), 2.48-2.54 (2H, t, J 6.0), 2.54-2.70 (8H, br s), 2.69-2.75 (2H, t, J 6.0), 6.60-6.65 (1H, dd, J 8.9, 3.3), 6.75-6.78 (1H, d, J 4.4), 7.25-7.34 (1H, m), 8.02-8.05 (1H, d, J 3.0), 10.50 (1H, s).

후처리

  1. washwas washed with MeOH product
  2. washeluted with 2M NH3 in MeOH
  3. customFurther purification by FCC

출처 및 근거

ORD 기록
ord-16592ad00a3144f19679f2d8e51cdd69
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09139584B2

반응 노트

불러오는 중…