ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Diisopropylethylamine → 2-(4-{[(3,4-Dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-4-{[(tetrahydrofuran-3-ylcarbonyl)amino]methyl}-1,3-thiazole-5-carboxylic acid

HRID 2234016
ノート
印刷プレビュー

反応式

HRID 2234016 の反応式
[NH2:1][CH2:2][C:3]1[N:4]=[C:5]([N:13]2[CH2:18][CH2:17][CH:16]([NH:19][C:20]([C:22]3[NH:23][C:24]([CH3:29])=[C:25]([Cl:28])[C:26]=3[Cl:27])=[O:21])[CH2:15][CH2:14]2)[S:6][C:7]=1[C:8]([O:10]CC)=[O:9].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C.[O:63]1[CH2:67][CH2:66][CH:65]([C:68](O)=[O:69])[CH2:64]1>CN(C=O)C.CCOC(C)=O>[Cl:27][C:26]1[C:25]([Cl:28])=[C:24]([CH3:29])[NH:23][C:22]=1[C:20]([NH:19][CH:16]1[CH2:17][CH2:18][N:13]([C:5]2[S:6][C:7]([C:8]([OH:10])=[O:9])=[C:3]([CH2:2][NH:1][C:68]([CH:65]3[CH2:66][CH2:67][O:63][CH2:64]3)=[O:69])[N:4]=2)[CH2:14][CH2:15]1)=[O:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 4661317(R)-Tetrahydro-3-furoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 68582554Ethyl 4-(aminomethyl)-2-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-1,3-thiazole-5-carboxylate

生成物 1

HCID 68579965
2-(4-{[(3,4-Dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-4-{[(tetrahydrofuran-3-ylcarbonyl)amino]methyl}-1,3-thiazole-5-carboxylic acid
収率 95.6%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Ethyl 4-(aminomethyl)-2-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-1,3-thiazole-5-carboxylate (Example 246; 200 mg; 0.434 mmol) was dissolved in anhydrous DMF (2 ml). HATU 165 mg; 0.434 mmol) was added followed by diisopropylethylamine (149 μl, 0.868 mmol). The reaction mixture was stirred for 10 minutes and tetrahydrofuran-3-carboxylic acid (50 mg; 0.434 mmol) and reaction was stirred at room temperature for 2.5 h. The mixture was diluted with EtOAc, washed well with water, dried over Na2SO4 and concentrated in vacuo to give the title compound as an off-white solid (220 mg)-(LCMS (ES) MH+: 558, 561). The ethyl ester product was hydrolysed with lithium hydroxide/THF in a manner analogous to Example 31 to give the title compound (25 mg).

後処理

  1. addition0.434 mmol) was added
  2. stirringwas stirred at room temperature for 2.5 h
  3. washwashed well with water
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-5b6012e8bf57400c8769adeb90b5836a
出典データセット
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07709503B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート