Trifluoroacetic acid → HCID 178486728, compound

HRID 890974Notes

Reaction equation

C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([NH:19][C:20]([NH:30][CH2:31][CH2:32][N:33]([CH3:35])[CH3:34])=[N:21][C:22]3[C:27]([CH3:28])=[CH:26][CH:25]=[CH:24][C:23]=3[CH3:29])=[N:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[O:36][CH3:37])C1C=CC=CC=1.FC(F)(F)C(O)=O>>[CH3:35][N:33]([CH3:34])[CH2:32][CH2:31][NH:30][C:20]([NH:21][C:22]1[C:23]([CH3:29])=[CH:24][CH:25]=[CH:26][C:27]=1[CH3:28])=[N:19][C:13]1[C:12]2[C:17](=[CH:18][C:9]([OH:8])=[C:10]([O:36][CH3:37])[CH:11]=2)[N:16]=[CH:15][N:14]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 178486723HCID 178486723, compound

Product 1

HCID 178486728HCID 178486728, compoundYield 68%

Procedure

Using an analogous procedure to that described in Example 10, N-(7-benzyloxy-6-methoxyquinazolin-4-yl)-N′-(2-dimethylaminoethyl)-N″-(2,6-dimethylphenyl)guanidine was reacted with trifluoroacetic acid to give the title compound in 68% yield; NMR Spectrum: (DMSOd6, 100° C.) 2.22 (s, 6H), 2.26 (s, 6H), 2.55 (t, 2H), 3.6 (t, 2H), 3.79 (s, 3H), 6.99 (s, 1H), 7.17 (s, 3H), 7.6 (s, 1H), 8.39 (s, 1H), 9.4 (br s, 1H), 10.8 (br s, 1H); Mass Spectrum: M+H+ 409.

Sources & evidence

ORD record: ord-63467b5e658f4e509a2f756c81665cf1
Source dataset: uspto-grants-2006_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07001904B1

Reaction notes

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