Diisopropylethylamine → HCID 44561082, 화합물

HRID 490898

반응식

HRID 490898 반응식
Cl[C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][N:5]=[C:4]2[N:13]([CH2:16][CH3:17])[N:14]=[CH:15][C:3]=12.[CH3:18][NH:19][CH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1.C(N(C(C)C)CC)(C)C>CC#N>[CH2:16]([N:13]1[C:4]2=[N:5][CH:6]=[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:2]([N:19]([CH3:18])[CH:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)=[C:3]2[CH:15]=[N:14]1)[CH3:17]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 69919504-(Methylamino)tetrahydro-2H-pyranHCID 10491120ethyl 4-chloro-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

생성물 1

HCID 44561082HCID 44561082, 화합물수율 76.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Intermediate 1 (1.2 g, 4.76 mmol), Intermediate 50 (0.79 g, 5.2 mmol) and diisopropylethylamine (4 ml, 24 mmol) in MeCN (8 ml) was heated at 70° C. for 24 hours. The solvent was removed in vacuo and the residue partitioned between DCM and water. The organic phase was concentrated in vacuo and the residue chromatographed on silica (50 g) eluting with cyclohexane:ethyl acetate (2:1 followed by 1:1 then 1:2). Appropriate fractions were combined and evaporated to give Intermediate 51 as a brown oil (1.21 g). LCMS showed MH+=334; TRET=2.61 min.

후처리

  1. customThe solvent was removed in vacuo
  2. customthe residue partitioned between DCM and water
  3. concentrationThe organic phase was concentrated in vacuo
  4. customthe residue chromatographed on silica (50 g)
  5. washeluting with cyclohexane:ethyl acetate (2:1
  6. customevaporated

출처 및 근거

ORD 기록
ord-6bb30160f5c549bca1f5b8d0dc14c418
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07528148B2

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