Acetic Acid → HCID 87294675, 화합물

HRID 872658

반응식

HRID 872658 반응식
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:6]=1.[OH:11][CH:12]([CH3:16])[C:13](=O)[CH3:14].C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C([O-])(O)=O.[Na+]>ClCCCl>[OH:11][CH:12]([CH3:16])[CH:13]([NH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:6]=1)[CH3:14]

참가 물질

7

반응물 5

HCID 176Acetic AcidHCID 179AcetoinHCID 516892Sodium BicarbonateHCID 840099Methyl 2-amino-1,3-thiazole-4-carboxylateHCID 5049666Sodium triacetoxyborohydride2회

생성물 1

HCID 87294675HCID 87294675, 화합물수율 68.1%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

Methyl 2-aminothiazole-4-carboxylate (1.0, 6.32 mmol), 3-hydroxy-2-butanone (1.045 ml, 12.01 mmol) and acetic acid (2.278 g, 37.9 mmol) were dissolved in 1,2-dichloroethane. Sodium triacetoxy borohydride (3.75 g, 17.70 mmol) was added and the reaction mixture was stirred overnight. Sodium triacetoxy borohydride (3.1 g) was added in two portions and the reaction mixture was stirred over two nights. 1M NaHCO3 was added slowly and mixture was extracted twice with DCM. DCM phase was dried and evaporated to afford 68.1% of the title product. m/z [230.3+1].

후처리

  1. stirringthe reaction mixture was stirred over two nights
  2. extractionmixture was extracted twice with DCM
  3. dry with materialDCM phase was dried
  4. customevaporated

출처 및 근거

ORD 기록
ord-a6bd3f90f4be4c78ba629aeef51036c1
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975254B2

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