N-BOC-ethylenediamine → HCID 57500598、化合物

HRID 1393693ノート

反応式

HRID 1393693 の反応式
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

参加物

6

反応物 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、化合物

生成物 1

HCID 57500598HCID 57500598、化合物収率 57%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1d14d393644048548509a3843ec8ece9
出典データセット
uspto-grants-2008_03
特許番号
US07345180B2

反応ノート

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