1,1-Dimethylethyl 1-thia-6-azaspiro[2.5]octane-6-carboxylate → tert-Butyl 4-mercapto-4-methylpiperidine-1-carboxylate

HRID 524911노트

반응식

HRID 524911 반응식
[S:1]1[C:3]2([CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]2)[CH2:2]1.NC1C(C(ON2C3C=CC=CC=3N=N2)=O)=C2N=CC(CC#N)=CN2N=1>C1COCC1>[CH3:2][C:3]1([SH:1])[CH2:4][CH2:5][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:7][CH2:8]1

참가 물질

4

반응물 2

HCID 181879711,1-Dimethylethyl 1-thia-6-azaspiro[2.5]octane-6-carboxylateHCID 901998921H-benzo[d][1,2,3]triazol-1-yl 2-amino-6-(cyanomethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylate

생성물 1

HCID 71629631tert-Butyl 4-mercapto-4-methylpiperidine-1-carboxylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of tert-butyl 1-thia-6-azaspiro[2.5]octane-6-carboxylate (430 mg, 1.875 mmol) in THF (5 mL) was added LiAlH4 (Lithium Ion (1)) (0.9375 mL of 2 M, 1.875 mmol) and the solution was stirred at room temperature for 1 h. The reaction was quenched by careful dropwise addition of water (2 ml), stirred for 10 mins before the reaction mixture was partitioned between water and EtOAc. The organic extract was washed with brine, dried (MgSO4) and concentrated to give tert-butyl 4-methyl-4-sulfanyl-piperidine-1-carboxylate as a colorless oil. (380 mg, 87%). MS (ES−) 231.0.

후처리

  1. customThe reaction was quenched by careful dropwise addition of water (2 ml)
  2. stirringstirred for 10 mins before the reaction mixture
  3. customwas partitioned between water and EtOAc
  4. extractionThe organic extract
  5. washwas washed with brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-65edc1348a874e629453bfd658f3a1ee
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340546B2

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