Sodium Carbonate → HCID 178423964, compound

HRID 880627Notes

Reaction equation

HRID 880627 reaction equation
C([O:8][CH2:9][CH:10]([C:21]1[N:30]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:29](=[O:37])[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][C:27]=2[CH3:38])[N:22]=1)[NH:11][C:12]1[N:20]=[CH:19][N:18]=[C:17]2[C:13]=1[N:14]=[CH:15][NH:16]2)C1C=CC=CC=1.C([O-])([O-])=O.[Na+].[Na+]>C(O)C.[OH-].[OH-].[Pd+2]>[OH:8][CH2:9][CH:10]([C:21]1[N:30]([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:29](=[O:37])[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][C:27]=2[CH3:38])[N:22]=1)[NH:11][C:12]1[N:20]=[CH:19][N:18]=[C:17]2[C:13]=1[N:14]=[CH:15][NH:16]2

Participants

5

Reactant 2

HCID 10340Sodium CarbonateHCID 178423962HCID 178423962, compound

Product 1

HCID 178423964HCID 178423964, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A suspension of compound 28 (60 mg, 0.097 mmol), Pd(OH)2 (cat.), and aqueous Na2CO3 (0.5 mL) in ethanol (2.5 mL) was hydrogenated at 45 psi for 14 days. The mixture was filtered to removed solvents, and the resulting filtrate was purified by HPLC to provide the product 41 as a white solid. MS (ES): m/z 414 (M+H), 396, 261. Compound 41 is shown below.

Workup

  1. filtrationThe mixture was filtered
  2. customto removed solvents
  3. customthe resulting filtrate was purified by HPLC

Sources & evidence

ORD record
ord-9bf65a8ebf784dd19fb77d82efd80e18
Source dataset
uspto-grants-2015_03
Patent number
US08993583B2

Reaction notes

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