Trifluoroacetic acid methylene chloride → Trifluoroacetic acid

HRID 1013082Notes

Reaction equation

HRID 1013082 reaction equation
[NH2:1][CH2:2][C:3]1[NH:7][C:6](=[O:8])[C:5]2([CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)[N:4]=1.C(Cl)Cl.[C:24]([OH:30])([C:26]([F:29])([F:28])[F:27])=[O:25]>C(Cl)Cl>[NH2:1][CH2:2][C:3]1[NH:7][C:6](=[O:8])[C:5]2([CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[N:4]=1.[C:24]([OH:30])([C:26]([F:29])([F:28])[F:27])=[O:25]

Participants

5

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 57908096HCID 57908096, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 57908091HCID 57908091, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

For deprotection, 1E (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 the respective 2-(aminomethyl)-1,3,8-triazaspiro[4.5]dec-1-en-4-one (1G) as TFA salts which were used without further purification. ESI-MS: m/z 183.1 (M+H)+.

Workup

  1. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-200dce8c1914494e8c455a0c733cc717
Source dataset
uspto-grants-2011_07
Patent number
US07981904B2

Reaction notes

Loading…