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Ammonium Chloride → (R)-5-(1-Boc-pyrrolidin-2-YL)-1H-tetrazole

HRID 2243880
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HRID 2243880 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[C:13]#[N:14])=[O:7])([CH3:4])([CH3:3])[CH3:2].[N-:15]=[N+:16]=[N-:17].[Na+].[Cl-].[NH4+]>CN(C=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[C:13]1[N:15]=[N:16][NH:17][N:14]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 2756788tert-butyl (2R)-2-cyanopyrrolidine-1-carboxylate

생성물 1

HCID 24780601(R)-5-(1-Boc-pyrrolidin-2-YL)-1H-tetrazole수율 52.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The title compound of Example 11 (8.34 g, 42.5 mmol), sodium azide (3.04 g, 46.8 mmol), and ammonium chloride (2.50 g, 46.8 mmol) were stirred in DMF (30 mL) at 100° C. for 12 h. The reaction was concentrate and partitioned with DCM and 3 M HCl. The organic extracts were dried over sodium sulphate, filtered and concentrated. The resulting solid was triturated with ether and filtered to afford the title product (5.31 g, 52%) as a white solid.

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후처리

  1. concentrationThe reaction was concentrate
  2. custompartitioned with DCM and 3 M HCl
  3. dry with materialThe organic extracts were dried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe resulting solid was triturated with ether
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-47630bc9f0904c589f04c7fd40f9e549
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07678796B2

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