Trifluoroacetic acid → HCID 90101345, compound

HRID 1485651Notes

Reaction equation

HRID 1485651 reaction equation
[Cl:1][CH2:2][C:3](=[CH2:40])[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][CH:7]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][CH2:2][C:3](=[CH2:40])[CH2:4][O:5][C:6]1[CH:7]=[CH:8][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:26]=[CH:27][C:28]([C:29]([OH:31])=[O:30])=[CH:36][CH:37]=3)[N:13]=2)=[CH:38][CH:39]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90102385Tert-butyl 4-((4-((4-((2-(chloromethyl)allyl)oxy)benzyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzoate

Product 1

HCID 90101345HCID 90101345, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-((4-((4-((2-(chloromethyl)allyl)oxy)benzyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzoate (1.3 g) in DCM (8 mL) was added TFA (3 ml). The mixture was stirred at room temperature for 3 hours. All the solvents were removed under vacuum to give 4-(4-(4-(2-(chloromethyl)allyloxy)benzylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoic acid (1.1 g).

Workup

  1. customAll the solvents were removed under vacuum

Sources & evidence

ORD record
ord-ddf5e75bd7d747079aecfdb3ae5ae9a7
Source dataset
uspto-grants-2016_08
Patent number
US09422311B2

Reaction notes

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