Diethyl Ether → HCID 178525514, compound

HRID 1500497Notes

Reaction equation

HRID 1500497 reaction equation
[OH:1][C:2]1[C:7]([C:8](=[O:23])[NH:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:12]=2)=[CH:6][N:5]=[C:4]([NH:24][C:25](=[O:35])[CH2:26][CH2:27][C:28]([O:30]C(C)(C)C)=[O:29])[N:3]=1.CCOCC>FC(F)(F)C(O)=O>[OH:1][C:2]1[C:7]([C:8](=[O:23])[NH:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:12]=2)=[CH:6][N:5]=[C:4]([NH:24][C:25](=[O:35])[CH2:26][CH2:27][C:28]([OH:30])=[O:29])[N:3]=1

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 178451065HCID 178451065, compound

Product 1

HCID 178525514HCID 178525514, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of tert-butyl 4-({4-hydroxy-5-[(3-phenylphenyl)methylcarbamoyl]pyrimidin-2-yl}amino)-4-oxobutanoate (110 mg) in trifluoroacetic acid (1.5 mL) was left standing at room temperature for 1 hour. Ether (30 mL) was added to the reaction solution, and the resulting suspension was filtered. The product collected by filtration was washed with ether and hexane and dried under reduced pressure to obtain the title compound (88 mg).

Workup

  1. filtrationthe resulting suspension was filtered
  2. filtrationThe product collected by filtration
  3. washwas washed with ether and hexane
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-2150ac44e84e4f0084bba1f9f3a19e36
Source dataset
uspto-grants-2015_12
Patent number
US09206168B2

Reaction notes

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