Trifluoroacetic acid → HCID 178463467, compound

HRID 34243Notes

Reaction equation

HRID 34243 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[C:12](O)=[O:13])[N:8]=[CH:7][N:6]=[C:5]2[NH:15][CH:16]([C:18]1[NH:22][C:21]2[CH:23]=[CH:24][C:25]([Cl:27])=[CH:26][C:20]=2[N:19]=1)[CH3:17].FC1C(OC(N(C)C)=[N+](C)C)=C(F)C(F)=C(F)C=1F.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C.[CH3:63][N:64]([CH3:74])[CH2:65][CH2:66][CH2:67][CH:68]1[CH2:73][CH2:72][CH2:71][CH2:70][NH:69]1.FC(F)(F)C(O)=O>CS(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[C:12]([N:69]1[CH2:70][CH2:71][CH2:72][CH2:73][CH:68]1[CH2:67][CH2:66][CH2:65][N:64]([CH3:74])[CH3:63])=[O:13])[N:8]=[CH:7][N:6]=[C:5]2[NH:15][CH:16]([C:18]1[NH:22][C:21]2[CH:23]=[CH:24][C:25]([Cl:27])=[CH:26][C:20]=2[N:19]=1)[CH3:17]

Participants

7

Reactant 5

HCID 6422Trifluoroacetic acidHCID 81531DiisopropylethylamineHCID 15057318HCID 15057318, compoundHCID 15840204Pentafluorphenol-tetramethyluronium hexafluorophosphatHCID 1784635046-chloro-4-(1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-hydroxycarbonyl-quinazoline

Product 1

HCID 178463467HCID 178463467, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Prepared analogously to Example 37a from 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-hydroxycarbonyl-quinazoline, pentafluorophenyl-tetramethyluronium-hexafluorophosphate (PFTU), diisopropylethylamine and N,N-dimethyl-N-(3-piperidin-2-yl-propyl)-amine in DMSO at ambient temperature and subsequent treatment with trifluoroacetic acid.

Sources & evidence

ORD record
ord-6d5648ed7e984dd2a58c0b42d54e18c2
Source dataset
uspto-grants-2008_09
Patent number
US07429597B2

Reaction notes

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