Boron tribromide → (S)-4-Amino-N-(3,5-dihydroxyphenyl)-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidine-5-carboxamide

HRID 1052736Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1052736
[NH2:1][C:2]1[C:7]([C:8]([NH:10][C:11]2[CH:16]=[C:15]([O:17]C)[CH:14]=[C:13]([O:19]C)[CH:12]=2)=[O:9])=[C:6]([NH:21][C@H:22]([C:24]2[N:29]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:28](=[O:36])[C:27]3=[C:37]([CH3:40])[CH:38]=[CH:39][N:26]3[N:25]=2)[CH3:23])[N:5]=[CH:4][N:3]=1.B(Br)(Br)Br>ClCCl>[NH2:1][C:2]1[C:7]([C:8]([NH:10][C:11]2[CH:16]=[C:15]([OH:17])[CH:14]=[C:13]([OH:19])[CH:12]=2)=[O:9])=[C:6]([NH:21][C@H:22]([C:24]2[N:29]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:28](=[O:36])[C:27]3=[C:37]([CH3:40])[CH:38]=[CH:39][N:26]3[N:25]=2)[CH3:23])[N:5]=[CH:4][N:3]=1

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 118433938(S)-4-Amino-N-(3,5-dimethoxyphenyl)-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidine-5-carboxamide

Produkt 1

HCID 90102389(S)-4-Amino-N-(3,5-dihydroxyphenyl)-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidine-5-carboxamideAusbeute 3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

(S)-4-Amino-N-(3,5-dimethoxyphenyl)-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidine-5-carboxamide (720 mg, 33% purity, 0.43 mmol) was treated with boron tribromide (1M in dichloromethane, 2.60 ml, 2.6 mmol) in dichloromethane (10 ml) according to the method described in Example 23. The residue was purified by reverse phase using SP1® Purification System to give 36 mg (3% yield) as a solid. Purity 99%.

Aufarbeitung

  1. customThe residue was purified by reverse phase
  2. custom® Purification System
  3. customto give 36 mg (3% yield) as a solid

Quellen und Nachweise

ORD-Eintrag
ord-8ce144a4a6f647e79a70801509cac9cb
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09388189B2

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