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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
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Trifluoroacetic acid → Trifluoroacetic acid

HRID 1951947
ノート
印刷プレビュー

反応式

HRID 1951947 の反応式
[CH:1]([C:4]1[C:5]([C:15]2[O:19][N:18]=[C:17]([C:20]3[CH:37]=[CH:36][C:23]([CH2:24][N:25]4[CH2:28][CH:27]([C:29]([O:31]C(C)(C)C)=[O:30])[CH2:26]4)=[CH:22][CH:21]=3)[N:16]=2)=[N:6][O:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)([CH3:3])[CH3:2].[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41]>ClCCl>[CH:1]([C:4]1[C:5]([C:15]2[O:19][N:18]=[C:17]([C:20]3[CH:37]=[CH:36][C:23]([CH2:24][N:25]4[CH2:28][CH:27]([C:29]([O-:31])=[O:30])[CH2:26]4)=[CH:22][CH:21]=3)[N:16]=2)=[N:6][O:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)([CH3:3])[CH3:2].[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 6422Trifluoroacetic acidHCID 66678392Tert-butyl 1-(4-(5-(4-isopropyl-5-(pyridin-2-yl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

生成物 2

HCID 6422Trifluoroacetic acid収率 7.8%HCID 866614841-(4-(5-(4-Isopropyl-5-(pyridin-2-yl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To a solution of the tert-butyl 1-(4-(5-(4-isopropyl-5-(pyridin-2-yl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate in dichloromethane (0.5 mL) was added trifluoroacetic acid (0.5 mL), and the reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated and purified by preparative HPLC [Prep HPLC: Column: PHENOMENEX® S10 30×100 mm; Gradient time: 10 min; Flow rate=40 ml/min; Solvent A=10% MeOH—90% Water—0.1% TFA; Solvent B=90% MeOH—10% water—0.1% TFA; Start % B=20; Final % B=100.] to yield 1-(4-(5-(4-isopropyl-5-(pyridin-2-yl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate, trifluoroacetic acid salt (2.03 mg, 3.47 mmol, 7.8%). The compound had an HPLC retention time=7.58 min.—Column: Xbridge Ph 3.5 u 4.6×150 mm; Gradient time: 12 min, hold for 3 minutes; Flow rate=2 ml/min; Solvent A=5% MeCN—95% Water—0.05% TFA; Solvent B=95% MeCN—5% water—0.05% TFA; Start % B=10; Final % B=100. LC-MS: M+1=446.3. 1H NMR (500 MHz, MeOD) δ ppm 1.44 (s, 3H), 1.46 (s, 3H), 3.68-3.76 (m, 1H), 4.19 (quin, J=7.15 Hz, 1H), 4.37-4.42 (m, 4H), 4.54 (s, 2H), 7.53 (ddd, J=7.49, 4.74, 1.24 Hz, 1H), 7.70 (d, J=8.25 Hz, 2H), 7.96-8.00 (m, 1H), 8.00-8.05 (m, 1H), 8.30 (d, J=8.25 Hz, 2H), and 8.79 (d, J=4.67 Hz, 1H).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by preparative HPLC [Prep HPLC
  3. custom10 min

出典と根拠

ORDレコード
ord-66e64eb84e7045a1a1e57183f70f243b
出典データセット
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08404672B2

反応ノート

読み込み中…

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