Trifluoroacetic acid → HCID 178486725, compound

HRID 890978Notes

Reaction equation

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

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 178486724HCID 178486724, compound

Product 1

HCID 178486725HCID 178486725, compoundYield 68%

Procedure

Using an analogous procedure to that described in Example 4, N-[(S)-1-tert-butoxycarbonylethyl]-N′-(2,6-dimethylphenyl)-N″-[6-methoxy-7-(2-pyrrolidin-1ylethoxy)quinazolin-4-yl]guanidine was reacted with trifluoroacetic acid to give the title compound in 68% yield; NMR Spectrum: (DMSOd6, 100° C.) 1.47 (d, 3H), 1.75 (m, 4H), 2.33 (s, 6H), 2.67 (m, 4H), 2.93 (t, 2H), 3.88 (s, 3H), 4.28 (t, 2H), 4.58 (q, 1H), 7.13 (s, 1H), 7.19 (s, 3H), 7.75 (s, 1H), 8.48 (s, 1H),11.5 (br s, 1H); Mass Spectrum: M+H+ 505.

Sources & evidence

ORD record: ord-6fe57f84754a451b87003cfbdaa052ff
Source dataset: uspto-grants-2006_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07001904B1

Reaction notes

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