Trifluoroacetic acid → 7-(7H-Pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diaza-spiro[2.5]octane-4-sulfonic acid bis-(3-cyano-propyl)-amide

HRID 589973Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 589973
C(OC([N:8]1[C:12]2[N:13]=[CH:14][N:15]=[C:16]([N:17]3[CH2:24][C:21]4([CH2:23][CH2:22]4)[N:20]([S:25](=[O:38])(=[O:37])[N:26]([CH2:32][CH2:33][CH2:34][C:35]#[N:36])[CH2:27][CH2:28][CH2:29][C:30]#[N:31])[CH2:19][CH2:18]3)[C:11]=2[CH:10]=[CH:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C1COCC1>[C:30]([CH2:29][CH2:28][CH2:27][N:26]([CH2:32][CH2:33][CH2:34][C:35]#[N:36])[S:25]([N:20]1[CH2:19][CH2:18][N:17]([C:16]2[C:11]3[CH:10]=[CH:9][NH:8][C:12]=3[N:13]=[CH:14][N:15]=2)[CH2:24][C:21]21[CH2:23][CH2:22]2)(=[O:38])=[O:37])#[N:31]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 682960054-{4-[Bis-(3-cyano-propyl)-sulfamoyl]-4,7-diaza-spiro[2.5]oct-7-yl}-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid tert-butyl ester2×

Produkt 1

HCID 574106987-(7H-Pyrrolo[2,3-d]pyrimidin-4-yl)-4,7-diaza-spiro[2.5]octane-4-sulfonic acid bis-(3-cyano-propyl)-amide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4-{4-[Bis-(3-cyano-propyl)-sulfamoyl]-4,7-diaza-spiro[2.5]oct-7-yl}-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid tert-butyl ester (intermediate 19) was dissolved in THF (1 mL), added TFA (0.5 mL) and then stirred at rt for 2 h. The crude reaction mixture was concentrated in vacuo and redissolved in MeOH (0.5 mL). The pure compound was obtained by standard preparative HPLC purification of the reaction mixture.

Aufarbeitung

  1. customThe crude reaction mixture
  2. concentrationwas concentrated in vacuo
  3. dissolutionredissolved in MeOH (0.5 mL)
  4. customThe pure compound was obtained by standard preparative HPLC purification of the reaction mixture

Quellen und Nachweise

ORD-Eintrag
ord-4037e1dfea054296a53ef464999180dc
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09233964B2

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