Methylamine → HCID 86711537, 화합물

HRID 512495

반응식

HRID 512495 반응식
[Br:1][C:2]1[C:3](=[O:22])[C:4]([C:19]([OH:21])=O)=[CH:5][N:6]([CH:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][CH:12]=2)[CH3:10])[C:7]=1[CH3:8].[CH3:23][N:24](C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.CN>CN(C=O)C.CO>[CH3:23][NH:24][C:19]([C:4]1[C:3](=[O:22])[C:2]([Br:1])=[C:7]([CH3:8])[N:6]([CH:9]([C:11]2[CH:12]=[CH:13][C:14]([C:17]#[N:18])=[CH:15][CH:16]=2)[CH3:10])[CH:5]=1)=[O:21]

참가 물질

7

반응물 4

HCID 6329MethylamineHCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 867115305-Bromo-1-[1-(4-cyano-phenyl)-ethyl]-6-methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid

생성물 1

HCID 86711537HCID 86711537, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 6228Dimethylformamide용매

실험 절차

A solution of 5-bromo-1-[1-(4-cyano-phenyl)-ethyl]-6-methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid (preparation 2b, 0.51 g, 1.41 mmol), HBTU (0.620 g, 1.64 mmol), DIPEA (0.50 mL, 2.93 mmol) in DMF (2.7 g) is stirred for 30 min. Then, methylamine (1.6 mL of 2M solution in THF, 3.20 mmol) is added and the reaction mixture is stirred for 18 h at room temperature. The reaction mixture is diluted with MeOH and purified by preparative reversed-phase HPLC (XBridge, gradient of acetonitrile in water, 0.3% NH4OH, 60° C.). Yield: 0.31 g (59% of theory); ESI mass spectrum: [M+H]+=374 (bromine isotope pattern); Retention time HPLC: 0.70 min (Z011_S03).

후처리

  1. custompurified by preparative reversed-phase HPLC (XBridge, gradient of acetonitrile in water, 0.3% NH4OH, 60° C.)
  2. custom0.70 min (Z011_S03)

출처 및 근거

ORD 기록
ord-95e64d680a1147c583a188d6ca0dfb7d
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102624B2

연결된 노트

불러오는 중…