Sodium Carbonate → HCID 178419012, compound

HRID 6814Notes

Reaction equation

HRID 6814 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([N:13]1[CH2:17][CH2:16][CH:15]([NH:18][C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])[CH2:14]1)[CH:7]=[CH:6]2)#[N:2].Cl.[OH:26][NH2:27].C(=O)([O-])[O-].[Na+].[Na+]>O.C(O)C.ClCCl>[OH:26][NH:27][C:1](=[NH:2])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([N:13]1[CH2:17][CH2:16][CH:15]([NH:18][C:19](=[O:24])[C:20]([CH3:21])([CH3:22])[CH3:23])[CH2:14]1)[CH:7]=[CH:6]2

Participants

7

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 22018989N-[1-(6-cyanoquinolin-2-yl)pyrrolidin-3-yl]-2,2-dimethylpropanamide

Product 1

HCID 178419012HCID 178419012, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of the product of Step D (60 mg; 0.1863 mmol), hydroxyl amine hydrochloride (3 eq.), sodium carbonate (4 eq.) in 1.5 mL water and 2.5 mL ethanol was heated to 90° C. for 6 h. The mixture was diluted with dichloromethane, washed twice with brine, dried over sodium sulfate, filtered through a fritted funnel and the volatiles were removed under vacuum. This provided the product, MS: m/z 356, which was used in the next step without further purification.

Workup

  1. washwashed twice with brine
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered through a fritted funnel
  4. customthe volatiles were removed under vacuum
  5. customThis provided the product, MS
  6. customm/z 356, which was used in the next step without further purification

Sources & evidence

ORD record
ord-410a6f1443c34331ba6735f7cc64c911
Source dataset
uspto-grants-2006_08
Patent number
US07084156B2

Reaction notes

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