Trifluoroacetic acid → HCID 22479170, compound

HRID 1392174Notes

Reaction equation

HRID 1392174 reaction equation
C([O:5][C:6]([CH2:8][N:9]1[CH2:17][C:16]2([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([Br:25])=[CH:21][CH:20]=3)[N:12]([C:13](=[O:35])[N:14]([C:27]3[CH:32]=[C:31]([Cl:33])[CH:30]=[C:29]([Cl:34])[CH:28]=3)[C:15]2=[O:26])[CH2:11][CH2:10]1)=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:6]([CH2:8][N:9]1[CH2:17][C:16]2([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([Br:25])=[CH:21][CH:20]=3)[N:12]([C:13](=[O:35])[N:14]([C:27]3[CH:28]=[C:29]([Cl:34])[CH:30]=[C:31]([Cl:33])[CH:32]=3)[C:15]2=[O:26])[CH2:11][CH2:10]1)([OH:7])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 22479125HCID 22479125, compound

Product 1

HCID 22479170HCID 22479170, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(tert-butoxycarbonylmethyl)-6-(4-bromobenzyl)-8-(3,5-dichlorophenyl)-1,4,8-triazabicyclo[4.3.0]nonane-7,9-dione (0.080 g) in CH2Cl2 (10 mL) was added TFA (0.10 mL). Additional TFA (0.5 mL) was added after 3 and 22 hours. After stirring for 48 hours, the mixture was concentrated and purified by chromatography (Silica gel: 8% MeOH/CH2Cl2, Chromatotron) afforded the titled compound. (0.083 g). MS (m/z) 526 (MH+). mp 236.5° C.

Workup

  1. concentrationthe mixture was concentrated
  2. custompurified by chromatography (Silica gel: 8% MeOH/CH2Cl2, Chromatotron)

Sources & evidence

ORD record
ord-f7cc52c7f9764567a9ce39d12d92d0cc
Source dataset
uspto-grants-2008_03
Patent number
US07342012B2

Reaction notes

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