Dimethylamine → HCID 68955529, compound

HRID 1453843Notes

Reaction equation

HRID 1453843 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([C:24]([O:26][CH3:27])=[O:25])=[N:11][N:12]2[C:17]([CH3:21])([C:18](O)=[O:19])[CH2:16][N:15]([CH3:22])[C:14](=[O:23])[C:13]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:28][NH:29][CH3:30]>C1COCC1>[CH2:1]([O:8][C:9]1[C:10]([C:24]([O:26][CH3:27])=[O:25])=[N:11][N:12]2[C:17]([CH3:21])([C:18]([N:29]([CH3:30])[CH3:28])=[O:19])[CH2:16][N:15]([CH3:22])[C:14](=[O:23])[C:13]=12)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 68952998HCID 68952998, compound

Product 1

HCID 68955529HCID 68955529, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared from 3-benzyloxy-5,7-dimethyl-2-methoxycarbonyl-4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-7-carboxylic acid using a procedure similar to that described in Example 2, Step 5 except that 2N dimethylamine in THF was used in place of 4-fluorobenzylamine, and the reaction time totaled 4 days. 1H NMR (400 MHz, d6-DMSO) δ 7.47-7.45 (m, 2H), 7.38-7.32 (m, 3H), 5.23 (dd, J=10.8, 16.0 Hz, 2H), 4.16 (d, J=13.6 Hz, 1H), 3.81-3.76 (m, 4H), 3.00 (s, 3H), 2.72 (br s, 6H), 1.78 (s, 3H); ES MS (M+H)=401.

Sources & evidence

ORD record
ord-8fcf09e480aa41a69af76114ca908cb9
Source dataset
uspto-grants-2009_01
Patent number
US07476666B2

Reaction notes

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