Sodium Chloride → HCID 58503970, compound

HRID 2407792Notes

Reaction equation

HRID 2407792 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([O:10][CH2:11][CH3:12])[N:5]=[C:4]([C:13]([NH:15][CH2:16][CH:17]2[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]2)=[O:14])[CH:3]=1.FC(F)(F)C(O)=O.C(=O)(O)[O-].[Na+].[Cl-].[Na+]>ClCCl.C(OCC)(=O)C>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([O:10][CH2:11][CH3:12])[N:5]=[C:4]([C:13]([NH:15][CH2:16][CH:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[O:14])[CH:3]=1

Participants

7

Reactant 4

HCID 5234Sodium ChlorideHCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 58504102HCID 58504102, compound

Product 1

HCID 58503970HCID 58503970, compoundYield 102.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

The compound prepared in Example 225 (3.579 g) was suspended in dichloromethane (50 mL) and trifluoroacetic acid (10.00 mL) added and the reaction mixture stirred at room temperature for 2 hours. The reaction mixture was poured onto saturated aqueous sodium bicarbonate and ethyl acetate. The aqueous layer was saturated with sodium chloride. The desired material crystallized from the aqueous and was isolated by filtration to obtain the title compound (2.752 g) with the following physical data.

Workup

  1. customThe desired material crystallized from the aqueous and
  2. customwas isolated by filtration

Sources & evidence

ORD record
ord-20ae0b4ed24d4ddbaf96d19cd1481ed5
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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