Dichloromethane → US9156811, Ddd86206

HRID 1749366ノート

反応式

HRID 1749366 の反応式
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]

参加物

8

反応物 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

生成物 1

HCID 46179031US9156811, Ddd86206収率 1,483.3%

試薬・触媒・溶媒 3

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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+).

出典と根拠

ORDレコード
ord-ec606811be354cb7b0843fad1267b6c3
出典データセット
uspto-grants-2015_10
特許番号
US09156811B2

反応ノート

読み込み中…