Trifluoroacetic acid → HCID 22649224, compound

HRID 393242Notes

Reaction equation

C(OC([NH:8][CH2:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][O:19][C:20]2[CH:29]=[C:28]3[C:23]([C:24]([NH:30][C:31]([NH:33][C:34]4[C:39]([F:40])=[CH:38][CH:37]=[CH:36][C:35]=4[F:41])=[O:32])=[N:25][CH:26]=[N:27]3)=[CH:22][C:21]=2[O:42][CH3:43])[CH2:12][CH2:11]1)=O)(C)(C)C.FC(F)(F)C(O)=O>>[NH2:8][CH2:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][O:19][C:20]2[CH:29]=[C:28]3[C:23]([C:24]([NH:30][C:31]([NH:33][C:34]4[C:35]([F:41])=[CH:36][CH:37]=[CH:38][C:39]=4[F:40])=[O:32])=[N:25][CH:26]=[N:27]3)=[CH:22][C:21]=2[O:42][CH3:43])[CH2:12][CH2:11]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 22649233HCID 22649233, compound

Product 1

HCID 22649224HCID 22649224, compound

Procedure

Using an analogous procedure to that described in Example 21, 1-{7-[3-(4-tert-butoxycarbonylaminomethylpiperidin-1-yl)propoxy]-6-methoxyquinazolin-4-yl}-3-(2,6-difluorophenyl)urea was reacted with trifluoroacetic acid to give the title compound; NMR Spectrum: (DMSOd6) 1.0-1.4 (m, 3H), 1.7 (d, 2H), 1.9-2.1 (m, 6H), 2.4 (m, 2H), 2.9 (d, 2H), 3.3 (s, partially obscured by a water signal), 4.0 (s, 3H), 4.24 (t, 3H), 5.0-7.0 (br m, 1H), 7.2-7.4 (m, 4H), 8.05 (s, 1H), 8.68 (s, 1H), 11.75S(s, 1H); Mass Spectrum: M+H+ 501.

Sources & evidence

ORD record: ord-9e262d1bc3a344c2851c46d65eadde96
Source dataset: uspto-grants-2004_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06806274B1

Reaction notes

Loading…