Water → 1-Benzyl-5'-oxo-2'-(4-phenoxyphenyl)-5',6'-dihydro-4'H-spiro[piperidine-4,7'-pyrazolo[1,5-a]pyrimidine]-3'-carboxamide

HRID 64311

反応式

HRID 64311 の反応式
[CH2:1]([N:8]1[CH2:37][CH2:36][C:11]2([N:16]3[N:17]=[C:18]([C:22]4[CH:27]=[CH:26][C:25]([O:28][C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=5)=[CH:24][CH:23]=4)[C:19]([C:20]#[N:21])=[C:15]3[NH:14][C:13](=[O:35])[CH2:12]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH2:38]>OP(O)(O)=O>[CH2:1]([N:8]1[CH2:37][CH2:36][C:11]2([N:16]3[N:17]=[C:18]([C:22]4[CH:27]=[CH:26][C:25]([O:28][C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=5)=[CH:24][CH:23]=4)[C:19]([C:20]([NH2:21])=[O:38])=[C:15]3[NH:14][C:13](=[O:35])[CH2:12]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 962WaterHCID 1369837931-Benzyl-5'-oxo-2'-(4-phenoxyphenyl)-5',6'-dihydro-4'H-spiro[piperidine-4,7'-pyrazolo[1,5-a]pyrimidine]-3'-carbonitrile

生成物 1

HCID 1369281191-Benzyl-5'-oxo-2'-(4-phenoxyphenyl)-5',6'-dihydro-4'H-spiro[piperidine-4,7'-pyrazolo[1,5-a]pyrimidine]-3'-carboxamide収率 34.8%

試薬・触媒・溶媒 1

HCID 1004Phosphoric Acid溶媒

実験手順

A solution of 1-benzyl-5′-oxo-2′-(4-phenoxyphenyl)-5′,6′-dihydro-4′H-spiro[piperidine-4,7′-pyrazolo[1,5-a]pyrimidine]-3′-carbonitrile (500 mg, 1.02 mmol) in H3PO4 (5 mL) was heated to 130° C. for 1 hr. The mixture was poured to water (20 mL) and extracted with EA (20 mL×3). The combined organic layers were dried over Na2SO4, concentrated and purified by chromatography column on silica gel using 5% of MeOH in DCM as eluant to afford the product (180 mg, 34.8%) as a yellow solid. MS (ESI, m/e) [M+1]+ 507.9.

後処理

  1. extractionextracted with EA (20 mL×3)
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. concentrationconcentrated
  4. custompurified by chromatography column on silica gel using 5% of MeOH in DCM as eluant

出典と根拠

ORDレコード
ord-1b83be8abc75412196219eabb5cb0528
出典データセット
uspto-grants-2016_09
特許番号
US09447106B2

関連ノート

読み込み中…