Lithium Hydroxide → {3-[(Isoquinolin-1-carbonyl)amino]-2-oxo-2,3,4,7-tetrahydro-azepin-1-yl} acetic acid

HRID 891190Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 891190
C[O:2][C:3](=[O:26])[CH2:4][N:5]1[CH2:11][CH:10]=[CH:9][CH2:8][CH:7]([NH:12][C:13]([C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][N:16]=2)=[O:14])[C:6]1=[O:25].[Li+].[OH-]>C1COCC1.O>[C:15]1([C:13]([NH:12][CH:7]2[CH2:8][CH:9]=[CH:10][CH2:11][N:5]([CH2:4][C:3]([OH:26])=[O:2])[C:6]2=[O:25])=[O:14])[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][N:16]=1

Komponenten

4

Edukt 2

HCID 3939Lithium HydroxideHCID 23598688{3-[(Isoquinolin-1-carbonyl)amino]-2-oxo-2,3,4,7-tetrahydro-azepin-1-yl} acetic acid methyl ester

Produkt 1

HCID 23598657{3-[(Isoquinolin-1-carbonyl)amino]-2-oxo-2,3,4,7-tetrahydro-azepin-1-yl} acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21881883Oxolane--water (1/1)Lösungsmittel

Versuchsvorschrift

A solution of {3-[(isoquinolin-1-carbonyl)amino]-2-oxo-2,3,4,7-tetrahydro-azepin-1-yl} acetic acid methyl ester, 4, (330 mg, 0.9 mmol) in 3:1 THF/H2O is treated with excess LiOH (360 mg, 8.6 mmol) and stirred for 2.5 hours at room temperature. The solution is then acidified and the aqueous layer extracted with EtOAc. The EtOAc layer is dried (MgSO4) and concentrated in vacuo to afford the desired product.

Aufarbeitung

  1. extractionthe aqueous layer extracted with EtOAc
  2. dry with materialThe EtOAc layer is dried (MgSO4)
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9c5514792bd54bc89457262b84e5ef7c
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US07001899B2

Notizen zur Reaktion

Wird geladen…