tert-Butyl (2R)-2-{4-[(4-chlorophenyl)methyl]-4H-1,2,4-triazol-3-yl}pyrrolidine-1-carboxylate → 4-[(4-Chlorophenyl)methyl]-3-[(2R)-pyrrolidin-2-yl]-4H-1,2,4-triazole

HRID 2063455ノート

反応式

HRID 2063455 の反応式
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[CH:11]=[N:10][N:9]=[C:8]2[C@H:12]2[CH2:16][CH2:15][CH2:14][N:13]2C(OC(C)(C)C)=O)=[CH:4][CH:3]=1>Cl.O1CCOCC1>[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[CH:11]=[N:10][N:9]=[C:8]2[C@H:12]2[CH2:16][CH2:15][CH2:14][NH:13]2)=[CH:4][CH:3]=1

参加物

4

反応物 1

HCID 53486874tert-Butyl (2R)-2-{4-[(4-chlorophenyl)methyl]-4H-1,2,4-triazol-3-yl}pyrrolidine-1-carboxylate

生成物 1

HCID 534868734-[(4-Chlorophenyl)methyl]-3-[(2R)-pyrrolidin-2-yl]-4H-1,2,4-triazole収率 118.3%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒2 回HCID 312751,4-Dioxane溶媒

実験手順

De-Boc by HCl procedure: A solution of Boc-protected triazole from Example 3 (1.95 g, 5.374 mmol) in 100 mL of 4 N HCl in dioxane was stirred at room temperature for 4 h. The mixture was concentrated in vacuo and then treated with minimum amount of MeOH, diluted with ether, white crystal precipitated out. After filtration, the white crystal was collected and dried in vacuo to yield the HCl salt of desired product (1.67 g, 92.6%, yield calculated based on 2 eq. HCl attached).

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. additiontreated with minimum amount of MeOH
  3. additiondiluted with ether, white crystal
  4. customprecipitated out
  5. filtrationAfter filtration
  6. customthe white crystal was collected
  7. customdried in vacuo

出典と根拠

ORDレコード
ord-28a18f09e336406fa25562292d990e42
出典データセット
uspto-grants-2012_10
特許番号
US08288371B2

反応ノート

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