Diisopropylethylamine → 1-(4-Fluoro-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylicacid{6-[3-(4-methoxy-benzyl)-2-oxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidin-5-yloxy]-1-methyl-1H-indazol-3-yl}-amide

HRID 1045506

反応式

HRID 1045506 の反応式
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][C:12]3[C:21]4[CH2:20][N:19]([CH2:22][C:23]5[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=5)[C:18](=[O:31])[NH:17][C:16]=4[N:15]=[CH:14][CH:13]=3)=[CH:8][CH:9]=2)[N:4]([CH3:32])[N:3]=1.[F:33][C:34]1[CH:39]=[CH:38][C:37]([N:40]2[CH:45]=[CH:44][CH:43]=[C:42]([C:46](O)=[O:47])[C:41]2=[O:49])=[CH:36][CH:35]=1.C(N(CC)C(C)C)(C)C>CN(C=O)C>[CH3:30][O:29][C:26]1[CH:27]=[CH:28][C:23]([CH2:22][N:19]2[CH2:20][C:21]3[C:12]([O:11][C:7]4[CH:6]=[C:5]5[C:10]([C:2]([NH:1][C:46]([C:42]6[C:41](=[O:49])[N:40]([C:37]7[CH:36]=[CH:35][C:34]([F:33])=[CH:39][CH:38]=7)[CH:45]=[CH:44][CH:43]=6)=[O:47])=[N:3][N:4]5[CH3:32])=[CH:9][CH:8]=4)=[CH:13][CH:14]=[N:15][C:16]=3[NH:17][C:18]2=[O:31])=[CH:24][CH:25]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 210815271-(4-Fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acidHCID 704971855-[(3-amino-1-methyl-1H-indazol-6-yl)oxy]-3-(4-methoxybenzyl)-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-one

生成物 1

HCID 704970111-(4-Fluoro-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylicacid{6-[3-(4-methoxy-benzyl)-2-oxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidin-5-yloxy]-1-methyl-1H-indazol-3-yl}-amide収率 18.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of compound 276 (100.00 mg; 0.23 mmol; 1.00 eq.), 1-(4-fluoro-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid (59.59 mg; 0.26 mmol; 1.10 eq.), pybop (157.16 mg; 0.30 mmol; 1.30 eq.), DMF (4.00 ml), and N,N-diisopropylethylamine (115.48 μl; 0.70 mmol; 3.00 eq.) was stirred at room temperature for 22 hours. The reaction was concentrated, redissolved in DMSO and purified via prep HPLC to afford 28 mg (16%) of 278 as an off-white solid. LC-MS (M+H=646, obsd.=646).

後処理

  1. concentrationThe reaction was concentrated
  2. dissolutionredissolved in DMSO
  3. custompurified via prep HPLC

出典と根拠

ORDレコード
ord-960bf076f7164f78a12e13d238483ec2
出典データセット
uspto-grants-2013_10
特許番号
US08569295B2

関連ノート

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