Trifluoroacetic acid → HCID 178486739, compound

HRID 890979Notes

Reaction equation

C([O:5][C:6]([CH2:8][NH:9][C:10]([NH:33][C:34]1[C:39]([CH3:40])=[CH:38][CH:37]=[CH:36][C:35]=1[CH3:41])=[N:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:24][CH2:25][CH2:26][N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][N:13]=1)=[O:7])(C)(C)C.FC(F)(F)C(O)=O>>[C:6]([CH2:8][NH:9][C:10]([NH:33][C:34]1[C:39]([CH3:40])=[CH:38][CH:37]=[CH:36][C:35]=1[CH3:41])=[N:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:24][CH2:25][CH2:26][N:27]3[CH2:28][CH2:29][O:30][CH2:31][CH2:32]3)=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][N:13]=1)([OH:7])=[O:5]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 178486736HCID 178486736, compound

Product 1

HCID 178486739HCID 178486739, compoundYield 74%

Procedure

Using an analogous procedure to that described in Example 4, N-(tert-butoxycarbonylmethyl)-N′-(2,6-dimethylphenyl)-N″-[6-methoxy-7-(2-morpholinoethoxy)quinazolin-4-yl]guanidine was reacted with trifluoroacetic acid to give the title compound in 74% yield; NMR Spectrum: (DMSOd6, 100° C.) 2.17 (s, 6H), 3.27 (t, 4H), 3.5 (t, 2H), 3.6 (s, 3H), 3.8 (t, 4H), 4.48 (m, 4H), 7.15 (s, 1H), 7.2 (d, 2H), 7.26 (t, 2H), 8.7 (s, 1H); Mass Spectrum: M+H+ 509.

Sources & evidence

ORD record: ord-bb84439b626d4592a924e8ce0db58548
Source dataset: uspto-grants-2006_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07001904B1

Reaction notes

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