Trifluoroacetic acid → HCID 136356810, compound

HRID 415561Notes

Reaction equation

HRID 415561 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][C:9]1[C:18]2[N:19]=[C:20]3[N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23][CH2:22][N:21]3[C:17]=2[C:16]2[C:11](=[CH:12][C:13]([Br:33])=[CH:14][CH:15]=2)[N:10]=1>ClCCl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Br:33][C:13]1[CH:12]=[C:11]2[C:16]([C:17]3[N:21]4[CH2:22][CH2:23][CH2:24][NH:25][C:20]4=[N:19][C:18]=3[C:9]([NH2:8])=[N:10]2)=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 66620124HCID 66620124, compound

Product 1

HCID 136356810HCID 136356810, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (4 mL) was added to a solution of tert-butyl 6-amino-3-bromo-10,11-dihydropyrimido[1′,2′:1,2]imidazo[4,5-c]quinoline-8(9H)-carboxylate (0.16 g) in dichloromethane (0.400 mL), and the resulting solution was stirred for two hours at room temperature. An analysis by LC/MS indicated the presence of starting material, and additional trifluoroacetic acid was added. The reaction was stirred for an additional four hours, concentrated under reduced pressure, and purified according to the method of Examples 8 through 12 to provide 3-bromo-8,9,10,11-tetrahydropyrimido[1′,2′:1,2]imidazo[4,5-c]quinolin-6-amine trifluoroacetate, observed accurate mass 318.0367 (M+H).

Workup

  1. additionwas added
  2. stirringThe reaction was stirred for an additional four hours
  3. concentrationconcentrated under reduced pressure
  4. custompurified

Sources & evidence

ORD record
ord-e282930199ed405b95d1125a2686454e
Source dataset
uspto-grants-2012_01
Patent number
US08088788B2

Reaction notes

Loading…