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 2063455노트

반응식

HRID 2063455 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매2회HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-28a18f09e336406fa25562292d990e42
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288371B2

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