N-BOC-ethylenediamine → HCID 57500598, 화합물

HRID 1393693노트

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HRID 1393693 반응식
OC1C2N=NNC=2C=CC=1.Cl.CN(C)CCCN=C=NCC.[CH3:23][N:24]1[C:28]2=[N:29][CH:30]=[C:31]([C:33]([OH:35])=O)[CH:32]=[C:27]2[C:26]([CH3:36])=[N:25]1.[NH2:37][CH2:38][CH2:39][NH:40][C:41](=[O:47])[O:42][C:43]([CH3:46])([CH3:45])[CH3:44]>CN(C)C=O>[CH3:23][N:24]1[C:28]2=[N:29][CH:30]=[C:31]([C:33]([NH:37][CH2:38][CH2:39][NH:40][C:41](=[O:47])[O:42][C:43]([CH3:45])([CH3:44])[CH3:46])=[O:35])[CH:32]=[C:27]2[C:26]([CH3:36])=[N:25]1

참가 물질

6

반응물 4

HCID 187201N-BOC-ethylenediamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 162278641,3-DIMETHYL-1H-PYRAZOLO[3,4-B]PYRIDINE-5-CARBOXYLIC ACIDHCID 178418300HCID 178418300, 화합물

생성물 1

HCID 57500598HCID 57500598, 화합물수율 57%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Hydroxybenzotriazole (3.55 g) and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (4.45 g) were added to a solution of 1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid (4.00 g) in N,N-dimethylformamide (40 ml) with ice cooling. The mixture was stirred for 30 minutes at room temperature, and then t-butyl (2-aminoethyl)carbamate (3.65 ml) was added thereto and stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure, and ethyl acetate and water were added to the residue. The organic phase was washed with 10% citric acid solution, 4% sodium bicarbonate solution and a saturated saline solution. The product was dried under sodium sulfate anhydrous and concentrated under reduced pressure to give t-butyl {2-[(1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carbonyl)amino]ethyl}carbamate (4.02 g, Y.:57%) as colorless crystals.

후처리

  1. stirringstirred overnight at room temperature
  2. concentrationThe reaction mixture was concentrated under reduced pressure, and ethyl acetate and water
  3. additionwere added to the residue
  4. washThe organic phase was washed with 10% citric acid solution, 4% sodium bicarbonate solution
  5. customThe product was dried under sodium sulfate anhydrous
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1d14d393644048548509a3843ec8ece9
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07345180B2

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