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

HRID 524911ノート

反応式

HRID 524911 の反応式
[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

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-65edc1348a874e629453bfd658f3a1ee
出典データセット
uspto-grants-2016_05
特許番号
US09340546B2

反応ノート

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