Ethyl 2-[(4-fluorophenyl)methyl]-8-hydroxy-1-oxo-3,4-dihydropyrrolo[1,2-a]pyrazine-7-carboxylate → 2-[(4-chlorophenyl)methyl]-8-hydroxy-N-methyl-1-oxo-3,4-dihydropyrrolo[1,2-a]pyrazine-7-carboxamide

HRID 747848Notes

Reaction equation

HRID 747848 reaction equation
FC1C=CC([CH2:6][N:7]2CCN3C=C(C(OCC)=O)C(O)=C3C2=O)=CC=1.[Cl:25][C:26]1[CH:48]=[CH:47][C:29]([CH2:30][N:31]2[CH2:36][CH2:35][N:34]3[CH:37]=[C:38]([C:41]([O:43]CC)=O)[C:39]([OH:40])=[C:33]3[C:32]2=[O:46])=[CH:28][CH:27]=1>>[Cl:25][C:26]1[CH:48]=[CH:47][C:29]([CH2:30][N:31]2[CH2:36][CH2:35][N:34]3[CH:37]=[C:38]([C:41]([NH:7][CH3:6])=[O:43])[C:39]([OH:40])=[C:33]3[C:32]2=[O:46])=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 3011068Ethyl 2-[(4-fluorophenyl)methyl]-8-hydroxy-1-oxo-3,4-dihydropyrrolo[1,2-a]pyrazine-7-carboxylateHCID 3011078Ethyl 2-[(4-chlorophenyl)methyl]-8-hydroxy-1-oxo-3,4-dihydropyrrolo[1,2-a]pyrazine-7-carboxylate

Product 1

HCID 30110812-[(4-chlorophenyl)methyl]-8-hydroxy-N-methyl-1-oxo-3,4-dihydropyrrolo[1,2-a]pyrazine-7-carboxamide

Procedure

The title compound was prepared using a procedure similar to that described in Example 5, except that ethyl 2-(4-fluorobenzyl)-8-hydroxy-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-α]pyrazine-7-carboxylate was substituted with ethyl 2-(4-chlorobenzyl)-8-hydroxy-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-α]pyrazine-7-carboxylate (Example 13).

Sources & evidence

ORD record
ord-7d80e5433e3a49479568a7f9d564287d
Source dataset
uspto-grants-2008_07
Patent number
US07399763B2

Reaction notes

Loading…