HCID 11984299, compound → 3-Benzyloxy-N-(4-fluoro-2-[(methylamino)carbonyl]benzyl)-5-methyl-4-oxo-7-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxamide

HRID 1453829Notes

Reaction equation

HRID 1453829 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([C:26]([OH:28])=O)=[N:11][N:12]2[CH:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:16][N:15]([CH3:24])[C:14](=[O:25])[C:13]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[F:30][C:31]1[CH:38]=[CH:37][C:34]([CH2:35][NH2:36])=[C:33]([C:39]([NH:41][CH3:42])=[O:40])[CH:32]=1>>[CH2:1]([O:8][C:9]1[C:10]([C:26]([NH:36][CH2:35][C:34]2[CH:37]=[CH:38][C:31]([F:30])=[CH:32][C:33]=2[C:39]([NH:41][CH3:42])=[O:40])=[O:28])=[N:11][N:12]2[CH:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:16][N:15]([CH3:24])[C:14](=[O:25])[C:13]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 11984299HCID 11984299, compoundHCID 580097413-Benzyloxy-5-methyl-4-oxo-7-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic acid

Product 1

HCID 689530733-Benzyloxy-N-(4-fluoro-2-[(methylamino)carbonyl]benzyl)-5-methyl-4-oxo-7-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxamide

Procedure

The title compound was prepared from 3-benzyloxy-5-methyl-4-oxo-7-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic acid using a procedure similar to that described in Example 2, Step 5, except that 4-fluoro-2-[(methylamino)carbonyl]benzylamine hydrochloride was used in place of 4-fluorobenzylamine. 1H NMR (400 MHz, d6-DMSO) δ 8.51 (d, J=4.8 Hz, 1H), 8.38 (t, J=4.0 Hz, 1H), 7.43-7.24 (m, 11H), 6.92-6.91 (m, 2H), 5.78-5.77 (m, 1H), 5.36 (dd, J=10.8, 38.4 Hz, 2H), 4.46 (dd, J=6.0, 18.4 Hz, 2H), 4.23 (dd, J=4.4, 13.6 Hz, 1H), 3.81 (dd, J=3.2, 13.6 Hz, 1H), 2.89 (s, 3H), 2.73 (s, 3H); ES MS (M+1)=542.

Sources & evidence

ORD record
ord-dedc6c3b6a19449abf0b15750e2cbbac
Source dataset
uspto-grants-2009_01
Patent number
US07476666B2

Reaction notes

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