Trifluoroacetic acid → HCID 178464696, compound

HRID 34217Notes

Reaction equation

HRID 34217 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(O[C:36](N(C)C)=[N+:37](C)[CH3:38])=C(F)C(F)=C(F)C=1F.F[P-](F)(F)(F)(F)F.C([N:57]([CH:60]([CH3:62])[CH3:61])[CH2:58][CH3:59])(C)C.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:57]([CH2:58][CH3:59])[CH:60]1[CH2:61][CH2:38][NH:37][CH2:36][CH2:62]1)=[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

6

Reactant 4

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

Product 1

HCID 178464696HCID 178464696, 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 (1-tert.-butxyloxycarbonyl-piperidin-4-yl)-ethyl-amine in DMSO at ambient temperature and subsequent treatment with trifluoroacetic acid.

Sources & evidence

ORD record
ord-22850a1efacb4bb182acb5ef77bec332
Source dataset
uspto-grants-2008_09
Patent number
US07429597B2

Reaction notes

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