Potassium Carbonate → HCID 57860590, compound

HRID 1947120Notes

Reaction equation

HRID 1947120 reaction equation
[CH2:1]([C:3]1[N:8]([CH2:9][C:10](=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7](=[O:18])[C:6]2[C:19]([O:28][CH:29]([CH3:31])[CH3:30])=[C:20]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[N:21]([CH3:22])[C:5]=2[CH:4]=1)[CH3:2].C(=O)([O-])[O-].[K+].[K+].S(OC(C)C)(OC(C)C)(=O)=O>>[CH2:1]([C:3]1[N:8]([CH2:9][C:10](=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7](=[O:18])[C:6]2[C:19]([O:28][CH:29]([CH3:30])[CH3:31])=[C:20]([C:23]([OH:25])=[O:24])[N:21]([CH3:22])[C:5]=2[CH:4]=1)[CH3:2].[CH2:1]([C:3]1[N:8]([CH2:9][C:10](=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7](=[O:18])[C:6]2[C:19]([O:28][CH:29]([CH3:31])[CH3:30])=[C:20]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[N:21]([CH3:22])[C:5]=2[CH:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 18096Diisopropyl sulfateHCID 66893015HCID 66893015, compound

Product 2

HCID 57860590HCID 57860590, compoundYield 97%HCID 66893015HCID 66893015, compound

Procedure

In the same manner as in Reference Example 56, ethyl 6-ethyl-1-methyl-3-(1-methylethoxy)-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-pyrrolo[3,2-c]pyridine-2-carboxylate (291 mg, 46%) was obtained as a pale-purple powder from the compound of Reference Example 40 (574 mg, 1.50 mmol), potassium carbonate (1.04 g, 7.5 mmol) and diisopropyl sulfate (1.37 g, 7.5 mmol). The title compound (242 mg, 97%) was obtained as a colorless powder from the thus-obtained ethyl 6-ethyl-1-methyl-3-(1-methylethoxy)-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-pyrrolo[3,2-c]pyridine-2-carboxylate (267 mg, 0.63 mmol) by a method similar to that in Reference Example 59.

Sources & evidence

ORD record
ord-a93b77dadd774139b88c0e234be63f41
Source dataset
uspto-grants-2013_03
Patent number
US08399449B2

Reaction notes

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