Trifluoroacetic acid methylene chloride → Trifluoroacetic acid

HRID 1013084Notes

Reaction equation

HRID 1013084 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[NH:10][C:9](=[O:11])[C:8]2([CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]2)[N:7]=1)(=[O:3])[CH3:2].C(Cl)Cl.[C:27]([OH:33])([C:29]([F:32])([F:31])[F:30])=[O:28]>C(Cl)Cl>[O:11]=[C:9]1[C:8]2([CH2:12][CH2:13][NH:14][CH2:15][CH2:16]2)[N:7]=[C:6]([CH2:5][NH:4][C:1](=[O:3])[CH3:2])[NH:10]1.[C:27]([OH:33])([C:29]([F:32])([F:31])[F:30])=[O:28]

Participants

5

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 57908090HCID 57908090, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 57908095HCID 57908095, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

For deprotection, 2A (1.0 equivalent) was dissolved in CH2Cl2 at 0° C., and slowly treated with a 1.6:1 solution of CH2Cl2/TFA (2:1 final ratio, 0.15 M). The reaction was completed in 30 minutes at 0° C. as determined by LCMS analysis. The volatiles were removed under reduced pressure to yield N-((4-oxo-1,3,8-triazaspiro[4.5]dec-1-en-2-yl)methyl)acetamide (2B) as TFA salts which were used without further purification. ESI-MS: m/z 225.1 (M+H)+.

Workup

  1. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-7cf3efbfade54bd599c2eeab328f335d
Source dataset
uspto-grants-2011_07
Patent number
US07981904B2

Reaction notes

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