Dichloromethane → US9156811, Ddd86206

HRID 1749366노트

반응식

HRID 1749366 반응식
C[N:2]([C:20]1[C:21]([CH3:27])=[N:22][N:23]([CH3:26])[C:24]=1[CH3:25])[S:3]([C:6]1[CH:11]=[CH:10][C:9](C2C=CC=C(C=O)C=2)=[CH:8][CH:7]=1)(=[O:5])=[O:4].[N:28]1([C:34]2[CH:39]=[C:38](B3OC(C)(C)C(C)(C)O3)[CH:37]=[CH:36][N:35]=2)[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].C(Cl)[Cl:58]>CN(C=O)C.O.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[Cl:58][C:11]1[CH:10]=[C:9]([C:38]2[CH:37]=[CH:36][N:35]=[C:34]([N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)[CH:39]=2)[CH:8]=[CH:7][C:6]=1[S:3]([NH:2][C:20]1[C:21]([CH3:27])=[N:22][N:23]([CH3:26])[C:24]=1[CH3:25])(=[O:4])=[O:5]

참가 물질

8

반응물 4

HCID 6344DichloromethaneHCID 62657Potassium Phosphate, TribasicHCID 162179482-(1-Piperaziny) pyridine-4-boronic acid pinacol esterHCID 907170953'-Formyl-biphenyl-4-sulfonic acid methyl-(1,3,5-trimethyl-1h-pyrazol-4-yl)-amide

생성물 1

HCID 46179031US9156811, Ddd86206수율 1,483.3%

시약·촉매·용매 3

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)촉매HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Prepared from the sulphonamide of intermediate 3 (500 mg, 1.3 mmol), 2-(1-piperazinyl)pyridine-4-boronic acid pinacol ester (580 mg, 2.0 mmol), tribasic potassium phosphate (427 mg, 2.0 mmol), and Pd(dppf)Cl2.DCM (50 mg, 0.06 mmol) in DMF (3.0 ml) and water (0.75 ml), according to the method of intermediate 11, to give the title compound as an off-white powder (412 mg, 0.89 mmol, 68%). δH (D-6 DMSO, 300K) 8.20 (1H, d J 5.2 Hz), 8.14 (1H, d J 1.7 Hz), 7.84 (1H, dd J 1.75 Hz 8.3 Hz), 7.79 (1H, d J 8.3 Hz), 7.13 (1H, s), 6.99 (1H, dd J 1.15 Hz 5.2 Hz), 3.55 (3H, s), 3.51 (4H, s br), 2.79 (4H, s br), 1.90 (3H, s), 1.69 (3H, s). m/z (ES+, 70V) 461.2 (MH+).

출처 및 근거

ORD 기록
ord-ec606811be354cb7b0843fad1267b6c3
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156811B2

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