Sodium Bicarbonate → HCID 9851675, compound

HRID 411773Notes

Reaction equation

HRID 411773 reaction equation
F[C:2](F)(F)[C:3]([OH:5])=[O:4].[CH3:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]2[C:19](=[O:47])[N:20]([CH2:37][O:38][C:39]([CH:41]3[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]3)=[O:40])[C:21](=[O:36])[C:22]=2[C:23]2[C:31]3[C:26](=[CH:27][C:28]([N+:32]([O-:34])=[O:33])=[CH:29][CH:30]=3)[N:25]([CH3:35])[CH:24]=2)=[CH:10]1.C([O-])(O)=O.[Na+]>C(OCC)(=O)C>[C:3]([OH:5])(=[O:4])[CH3:2].[CH3:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]2[C:19](=[O:47])[N:20]([CH2:37][O:38][C:39]([CH:41]3[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]3)=[O:40])[C:21](=[O:36])[C:22]=2[C:23]2[C:31]3[C:26](=[CH:27][C:28]([N+:32]([O-:34])=[O:33])=[CH:29][CH:30]=3)[N:25]([CH3:35])[CH:24]=2)=[CH:10]1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 69945384HCID 69945384, compound

Product 1

HCID 9851675HCID 9851675, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Piperidine-4-carboxylic acid 3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl ester trifluoroacetate, prepared as in example 8a above, was dissolved in ethyl acetate. The resulting solution was neutralized with cold saturated NaHCO3. The ethyl acetate layer was concentrated and slurried in H2O and acidified with excess HOAc and lyophilized to give the desired product (yield—97%).

Workup

  1. concentrationThe ethyl acetate layer was concentrated and slurried in H2O

Sources & evidence

ORD record
ord-b0edc6bffe5648f4be3317a0bdda8d7b
Source dataset
uspto-grants-2003_05
Patent number
US06559164B1

Reaction notes

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