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

ホーム
反応

1,2-Dichloroethane → 4-(1-Ethyl-5-methyl-1h-pyrazol-4-ylmethyl)-3'-(4-fluoro-phenyl)-3,4,5,6-tetrahydro-2h-[1,2']bipyrazine hydrochloride

HRID 220515

印刷プレビュー

反応式

HRID 220515 の反応式

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([N:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)=[N:10][CH:11]=[CH:12][N:13]=2)=[CH:4][CH:3]=1.[CH2:20]([N:22]1[C:26]([CH3:27])=[C:25]([CH:28]=O)[CH:24]=[N:23]1)[CH3:21].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[Cl:44]CCCl>>[ClH:44].[CH2:20]([N:22]1[C:26]([CH3:27])=[C:25]([CH2:28][N:17]2[CH2:16][CH2:15][N:14]([C:9]3[C:8]([C:5]4[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=4)=[N:13][CH:12]=[CH:11][N:10]=3)[CH2:19][CH2:18]2)[CH:24]=[N:23]1)[CH3:21]

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 4

HCID 111,2-Dichloroethane

HCID 5732041-Ethyl-5-methyl-1H-pyrazole-4-carbaldehyde

HCID 5049666Sodium triacetoxyborohydride

HCID 673669592-(4-Fluorophenyl)-3-(piperazin-1-yl)pyrazine

生成物 1

HCID 685947824-(1-Ethyl-5-methyl-1h-pyrazol-4-ylmethyl)-3'-(4-fluoro-phenyl)-3,4,5,6-tetrahydro-2h-[1,2']bipyrazine hydrochloride収率 55%

実験手順

Dissolve 3′-(4-Fluoro-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (0.183 g, 0.708 mmol) in DCE (8.5 mL). Add 1-ethyl-5-methyl-1H-pyrazole-4-carbaldehyde (0.117 g, 0.850 mmol) followed by sodium triacetoxyborohydride (0.225 g, 1.06 mmol) and stir at room temperature for 18 hr. Purify via SCX chromatography, followed by silica gel chromatography (eluting with 50:50 then 0:100 hexanes:ethyl acetate then 10:90 methanol:ethyl acetate), followed by reverse phase chromatography to give the free base of the title compound (149 mg, 55%). Dissolve the free base (0.138 g, 0.363 mmol) in methanol and add a solution of ammonium chloride (0.019 g, 0.363 mmol) in a minimal volume of methanol. Shake for 18 hr. at ambient temperature and concentrate to give 4-(1-Ethyl-5-methyl-1H-pyrazol-4-ylmethyl)-3′-(4-fluoro-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl hydrochloride (149 mg, 99%). MS (ES): m/z=381 [M+H]+.

後処理

customPurify via SCX chromatography
washeluting with 50:50

出典と根拠

ORDレコード: ord-54569aaac5b94fe7b77b57ff927313d2
出典データセット: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08202873B2

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