Hydrochloric Acid → HCID 178422083、化合物

HRID 46131

反応式

HRID 46131 の反応式
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][C@@H:2]2[NH:8][C:9]1[S:10][C:11]([CH2:16][CH:17]2[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]2)([CH3:15])[C:12](=[O:14])[N:13]=1.Cl>CCOC(C)=O>[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][C@@H:2]2[NH:8][C:9]1[S:10][C:11]([CH3:15])([CH2:16][CH:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[C:12](=[O:14])[N:13]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 178451850tert-butyl 4-[[2-[[(2S)-2-bicyclo[2.2.1]heptanyl]amino]-5-methyl-4-oxo-1,3-thiazol-5-yl]methyl]piperidine-1-carboxylate

生成物 1

HCID 178422083HCID 178422083、化合物収率 99.7%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of tert-butyl 4-((2-((2S)-bicyclo[2.2.1]heptan-2-ylamino)-5-methyl-4-oxo-4,5-dihydrothiazol-5-yl)methyl)piperidine-1-carboxylate (1.42 g, 3.37 mmol, 1.0 eq) in 50 mL of a 4.7 M HCl solution in EtOAc was stirred at roomtemperature. After 4 h, the reaction mixture was concentrated in vacuo. Aqueous Na2CO3 (2.0 M, 20 mL) was then added, and water was removed in vacuo. The residue was then triturated with 10% MeOH—CH2Cl2 (6×100 mL), and the combined triturating solution were concentrated in vacuo. The crude product was dissolved in CH2Cl2, filtered, and concentrated in vacuo to afford the title compound as a light orange solid (1.08 g). MS (ESI, pos. ion) m/z: 322 (M+H).

後処理

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. additionAqueous Na2CO3 (2.0 M, 20 mL) was then added
  3. customwater was removed in vacuo
  4. customThe residue was then triturated with 10% MeOH—CH2Cl2 (6×100 mL)
  5. customthe combined triturating solution
  6. concentrationwere concentrated in vacuo
  7. dissolutionThe crude product was dissolved in CH2Cl2
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-54fa3821d91d491a9c7e48593ed91740
出典データセット
uspto-grants-2013_09
特許番号
US08541592B2

関連ノート

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