Hydrochloric Acid → N-[6-amino-1-cyclopropylmethyl-3-(2-fluoro-benzyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-2-(4-amino-phenyl)-acetamide, hydrochloride salt

HRID 858040Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 858040
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][C:15](=[O:38])[NH:16][C:17]2[C:18](=[O:37])[N:19]([CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[F:36])[C:20](=[O:28])[N:21]([CH2:24][CH:25]3[CH2:27][CH2:26]3)[C:22]=2[NH2:23])=[CH:10][CH:9]=1)(C)(C)C.[ClH:40]>O1CCOCC1>[ClH:40].[NH2:23][C:22]1[N:21]([CH2:24][CH:25]2[CH2:27][CH2:26]2)[C:20](=[O:28])[N:19]([CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[F:36])[C:18](=[O:37])[C:17]=1[NH:16][C:15](=[O:38])[CH2:14][C:11]1[CH:10]=[CH:9][C:8]([NH2:7])=[CH:13][CH:12]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 58762834(4-{[6-Amino-1-cyclopropylmethyl-3-(2-fluoro-benzyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylcarbamoyl]-methyl}-phenyl)-carbamic acid tert-butyl ester

Produkt 1

HCID 131726167N-[6-amino-1-cyclopropylmethyl-3-(2-fluoro-benzyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-2-(4-amino-phenyl)-acetamide, hydrochloride saltAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of (4-{[6-amino-1-cyclopropylmethyl-3-(2-fluoro-benzyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylcarbamoyl]-methyl}-phenyl)-carbamic acid tert-butyl ester (2.20 g, 4.10 mmol) in a solution of a 4.0N aqueous hydrochloric acid solution in dioxane (37.0 mL) was stirred at 25° C. for 1 h. A suspension formed during this time. The reaction mixture was cooled to 0° C. The resulting solid was collected by filtration, washed with dioxane and cold diethyl ether, and dried in vacuo to afford N-[6-amino-1-cyclopropylmethyl-3-(2-fluoro-benzyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-2-(4-amino-phenyl)-acetamide, hydrochloride salt (1.73 g, 89%); LRMS for C23H23FN5O3 (M+H)+ at m/z=438.

Aufarbeitung

  1. customA suspension formed during this time
  2. filtrationThe resulting solid was collected by filtration
  3. washwashed with dioxane and cold diethyl ether
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8191b6e7e4574d1bb6f7f86672bad074
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07148229B2

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