Diethylamine → HCID 21054824, Verbindung

HRID 2215581

Reaktionsgleichung

Reaktionsgleichung von HRID 2215581
[C:1]1([NH:7][C:8]([N:10]2[C:18]3[C:13](=[CH:14][C:15]([NH:19][C:20]4[CH:25]=[CH:24][N:23]=[C:22]([NH2:26])[CH:21]=4)=[CH:16][CH:17]=3)[CH:12]=[CH:11]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:27]([N:29]([CH2:32][CH3:33])[CH2:30]C)[CH3:28].ClC(OC1C=CC=CC=1)=[O:36].C(NCC)C>O1CCCC1>[C:1]1([NH:7][C:8]([N:10]2[C:18]3[C:13](=[CH:14][C:15]([NH:19][C:20]4[CH:25]=[CH:24][N:23]=[C:22]([NH:26][C:30]([N:29]([CH2:32][CH3:33])[CH2:27][CH3:28])=[O:36])[CH:21]=4)=[CH:16][CH:17]=3)[CH:12]=[CH:11]2)=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

6

Edukt 4

HCID 8021DiethylamineHCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 210548085-(2-Aminopyridin-4-ylamino)indole-1-carboxylic acid phenylamide

Produkt 1

HCID 21054824HCID 21054824, VerbindungAusbeute 2,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5-(2-Aminopyridin-4-ylamino)indole-1-carboxylic acid phenylamide (69 mg, 0.20 mmol) was dissolved in tetrahydrofuran (14 ml); triethylamine (0.055 ml, 0.40 mmol) was added thereto; and phenyl chloroformate (0.038 ml, 0.30 mmol) was added thereto while cooling with ice and stirring. A portion of 7.0 ml of the reaction mixture was transferred to another vessel and concentrated under reduced pressure. After the residue was dissolved in N,N-dimethylformamide (1.0 ml), the similar reaction to Example 27 was performed by use of diethylamine (0.031 ml, 0.30 mmol). The obtained crude product was purified by TLC plate (Fuji Silysia NH, developing solvent: ethyl acetate) to yield the title compound (2.0 mg, 0.005 mmol) as pale yellow crystals.

Aufarbeitung

  1. temperaturewhile cooling with ice
  2. concentrationconcentrated under reduced pressure
  3. dissolutionAfter the residue was dissolved in N,N-dimethylformamide (1.0 ml)
  4. customthe similar reaction to Example 27
  5. customThe obtained crude product
  6. customwas purified by TLC plate (Fuji Silysia NH, developing solvent: ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-26c2b291bf6c45228565e049c9d8809d
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07109219B2

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