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

Triethylamine → (1H-benzo[d]imidazol-4-yl)(1-methyl-1H-spiro[chromeno[4,3-c]pyrazole-4,4'-piperidine]-1'-yl)methanone

HRID 1908176
ノート
印刷プレビュー

反応式

HRID 1908176 の反応式
[CH3:1][N:2]1[C:6]2[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[O:13][C:14]3([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[C:5]=2[CH:4]=[N:3]1.[NH:20]1[C:24]2[CH:25]=[CH:26][CH:27]=[C:28]([C:29](O)=[O:30])[C:23]=2[N:22]=[CH:21]1.C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[OH-].[Na+]>ClCCl>[NH:20]1[C:24]2[CH:25]=[CH:26][CH:27]=[C:28]([C:29]([N:17]3[CH2:18][CH2:19][C:14]4([C:5]5[CH:4]=[N:3][N:2]([CH3:1])[C:6]=5[C:7]5[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=5[O:13]4)[CH2:15][CH2:16]3)=[O:30])[C:23]=2[N:22]=[CH:21]1
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 5

HCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 27717581H-benzimidazole-4-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 585507381-Methylspiro[chromeno[4,3-c]pyrazole-4,4'-piperidine]

生成物 1

HCID 58550819
(1H-benzo[d]imidazol-4-yl)(1-methyl-1H-spiro[chromeno[4,3-c]pyrazole-4,4'-piperidine]-1'-yl)methanone

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 1-methylspiro[chromeno[4,3-c]pyrazole-4,4′-piperidine] (211 mg, 0.830 mmol), 1H-benzimidazole-4-carboxylic acid (134 mg, 0.830 mmol) and triethylamine (346 μL, 2.50 mmol) in dichloromethane (2 mL) was added HATU (314 mg, 0.830 mmol) in one portion and the mixture was stirred for 12 hours. The reaction mixture was treated with 1M NaOH (1 mL) for 10 minutes. Dichloromethane (5 mL) was added. The two layers were separated and the aqueous layer was extracted with dichloromethane (2×5 mL). The organic layers were combined, washed with brine, dried over MgSO4, filtered and evaporated to yield a residue that was purified on silica using a gradient of 0.5-30% MeOH in dichloromethane to yield (1H-benzo[d]imidazol-4-yl)(1-methyl-1H-spiro[chromeno[4,3-c]pyrazole-4,4′-piperidine]-1′-yl)methanone. ESI-MS m/z calc. 399.5. found 400.5 (M+1)+. Retention time: 1.12 minutes (4 min run).

後処理

  1. customThe two layers were separated
  2. extractionthe aqueous layer was extracted with dichloromethane (2×5 mL)
  3. washwashed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated
  7. customto yield a residue that
  8. customwas purified on silica using a gradient of 0.5-30% MeOH in dichloromethane

出典と根拠

ORDレコード
ord-00f1f4a64661484fa01423c7f84c00d4
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08598164B2

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