2-Phenyl-1,3-thiazole-4-carbonyl chloride → HCID 56846735, compound

HRID 1465197

Reaction equation

HRID 1465197 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH2:23][CH2:24][CH2:25][N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[CH:12][CH:11]=1)[NH2:5].[C:32]1([C:38]2[S:39][CH:40]=[C:41]([C:43](Cl)=[O:44])[N:42]=2)[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[F:1][C:2]1[CH:3]=[C:4]([NH:5][C:43]([C:41]2[N:42]=[C:38]([C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)[S:39][CH:40]=2)=[O:44])[CH:6]=[CH:7][C:8]=1[O:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH2:23][CH2:24][CH2:25][N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 27764722-Phenyl-1,3-thiazole-4-carbonyl chlorideHCID 469280403-Fluoro-4-(6-methoxy-7-(3-morpholinopropoxy)quinolin-4-yloxy)aniline

Product 1

HCID 56846735HCID 56846735, compound

Procedure

Q1 was prepared from 3-fluoro-4-[[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy]aniline and 2-phenyl-1,3-thiazole-4-carbonyl chloride following the general procedure reported in Preparative Example 1 Step 3. 1H NMR (400 MHz, d4-MeOD, 300K) δ 2.17 (m, 2H), 2.73 (m, 4H), 2.81 (t, J=7.4 Hz, 2H), 3.77 (t, J=4.7 Hz, 4H), 3.98 (s, 3H), 4.24 (t, J=6.0 Hz, 2H), 6.50 (d, J=5.4 Hz, 1H), 7.33 (s, 1H), 7.35 (t, J=8.8 Hz, 1H), 7.50 (m, 4H), 7.62 (s, 1H), 7.66 (d, J=8.8 Hz, 1H), 8.01 (dd, J=12.6 Hz, J=2.5 Hz, 1H), 8.07 (m, 2H), 8.32 (s, 1H), 8.39 (d, J=5.4 Hz, 1H). MS (ES) C33H31FN4O5S requires: 614. Found: 615 (M+H)+.

Sources & evidence

ORD record
ord-4e3a25dd02bc4919b657804f274b2344
Source dataset
uspto-grants-2015_04
Patent number
US08999982B2

Linked notes

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