Trifluoroacetic acid → HCID 90101837, compound

HRID 1485660Notes

Reaction equation

HRID 1485660 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:39]=[CH:38][C:9]([CH2:10][NH:11][C:12]2[N:17]=[C:16]([O:18][CH2:19][C:20]([F:23])([F:22])[F:21])[N:15]=[C:14]([NH:24][C:25]3[CH:37]=[CH:36][C:28]([C:29]([O:31]C(C)(C)C)=[O:30])=[CH:27][CH:26]=3)[N:13]=2)=[CH:8][C:7]=1[Cl:40].FC(F)(F)C(O)=O>C(Cl)Cl.C1(C)C=CC=CC=1>[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:39]=[CH:38][C:9]([CH2:10][NH:11][C:12]2[N:17]=[C:16]([O:18][CH2:19][C:20]([F:22])([F:21])[F:23])[N:15]=[C:14]([NH:24][C:25]3[CH:37]=[CH:36][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=3)[N:13]=2)=[CH:8][C:7]=1[Cl:40]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90102380Tert-butyl 4-((4-((4-(3-bromopropoxy)-3-chlorobenzyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzoate

Product 1

HCID 90101837HCID 90101837, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

To a 100 mL round-bottom flask equipped with a stir bar and charged with tert-butyl 4-((4-((4-(3-bromopropoxy)-3-chlorobenzyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzoate (8.42 g, 13.0 mmol) in CH2Cl2 (15 mL) was added trifluoroacetic acid (15.0 mL, 195 mmol). The solution was stirred at room temperature for 2 h. The solution was diluted with toluene (20 mL) and then concentrated in vacuo to afford crude 4-((4-((4-(3-bromopropoxy)-3-chlorobenzyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzoic acid as a solid foam.

Workup

  1. customTo a 100 mL round-bottom flask equipped with a stir bar
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6faeca85be7a4c419c9fd8a3f02bc1f5
Source dataset
uspto-grants-2016_08
Patent number
US09422311B2

Reaction notes

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