Ethyl isocyanate → 1-(4,6-Dibromothiazolo[5,4-c]pyridin-2-yl)-3-ethylurea

HRID 712177노트

반응식

HRID 712177 반응식
[Br:1][C:2]1[C:7]2[S:8][C:9]([NH2:11])=[N:10][C:6]=2[CH:5]=[C:4]([Br:12])[N:3]=1.[CH2:13]([N:15]=[C:16]=[O:17])[CH3:14]>O1CCOCC1.O>[Br:1][C:2]1[C:7]2[S:8][C:9]([NH:11][C:16]([NH:15][CH2:13][CH3:14])=[O:17])=[N:10][C:6]=2[CH:5]=[C:4]([Br:12])[N:3]=1

참가 물질

5

반응물 2

HCID 8022Ethyl isocyanateHCID 580332294,6-Dibromothiazolo[5,4-c]pyridin-2-amine

생성물 1

HCID 580332371-(4,6-Dibromothiazolo[5,4-c]pyridin-2-yl)-3-ethylurea수율 82.8%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

반응 조건

온도
80 °C

실험 절차

To a solution of 4,6-dibromothiazolo[5,4-c]pyridin-2-amine (1.47 g, 56.74% as per LCMS, 2.70 mmol) in 1,4-dioxane (75 mL) was added ethylisocyanate (1.30 mL, 16.25 mmol) and the resulting reaction mixture was heated to 80° C. for 16 h. The solvent was distilled off under reduced pressure and the residue was then co-distilled with hexane (twice). The solid thus obtained was stirred in hot water at 80° C. for 30 min then filtered. The solid material was purified over silica gel (100-200 M, 30-40% EtOAc-hexane) to obtain the desired product as an off-white solid (0.85 g, 82%).

후처리

  1. customthe resulting reaction mixture
  2. distillationThe solvent was distilled off under reduced pressure
  3. customThe solid thus obtained
  4. filtrationthen filtered
  5. customThe solid material was purified over silica gel (100-200 M, 30-40% EtOAc-hexane)

출처 및 근거

ORD 기록
ord-811152d98b6e43118e5c05aae97a55bc
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181234B2

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