Diisopropylethylamine → HCID 44561082、化合物

HRID 490898

反応式

HRID 490898 の反応式
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]

参加物

5

反応物 3

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

生成物 1

HCID 44561082HCID 44561082、化合物収率 76.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6bb30160f5c549bca1f5b8d0dc14c418
出典データセット
uspto-grants-2009_05
特許番号
US07528148B2

関連ノート

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