Ammonium formate → Ammonium formate

HRID 1946690노트

반응식

HRID 1946690 반응식
[CH:1]([O-:3])=[O:2].[NH4+].Cl[C:6]1[N:11]=[C:10]([C:12]([O:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:13])[CH:9]=[C:8]([O:21][CH:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[N:7]=1>O.[Pd]>[CH:1]([O-:3])=[O:2].[NH4+:7].[CH:22]1([O:21][C:8]2[N:7]=[CH:6][N:11]=[C:10]([C:12]([O:14][CH:15]3[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]3)=[O:13])[CH:9]=2)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]1

참가 물질

6

반응물 2

HCID 2723923Ammonium formate3회HCID 59446909Cyclohexyl 2-chloro-6-(cyclohexyloxy)pyrimidine-4-carboxylate

생성물 2

HCID 2723923Ammonium formateHCID 59446917Cyclohexyl 6-(cyclohexyloxy)pyrimidine-4-carboxylate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 962Water용매

실험 절차

A solution of ammonium formate was prepared by dissolving ammonium formate (13.40 g; 212 mmol) in water (30 ml). A suspension of palladium on calcium carbonate (754 mg; 0.71 mmol) in IPrOH (144 ml) and was treated with 7.5 mL of ammonium formate solution and with cyclohexyl 2-chloro-6-(cyclohexyloxy)pyrimidine-4-carboxylate (4.80 g; 14.2 mmol). After 10 min, a second aliquot of 7.5 mL of ammonium formate solution was added and the mixture was stirred at room temperature for 24 h. The mixture was filtered through a pad of celite and rinsed with MeOH. Solvents were concentrated under vacuum. The crude was dissolved in DCM and washed with water and brine. Organic phase was dried over MgSO4, filtered off and concentrated under vacuum to afford the title compound as an orange solid without further purification.

후처리

  1. filtrationThe mixture was filtered through a pad of celite
  2. washrinsed with MeOH
  3. concentrationSolvents were concentrated under vacuum
  4. dissolutionThe crude was dissolved in DCM
  5. washwashed with water and brine
  6. dry with materialOrganic phase was dried over MgSO4
  7. filtrationfiltered off
  8. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-d695e2d27a2448df832b01cf68237d33
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399448B2

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