Acetonitrile--water (1/1) → HCID 136237420, compound
Reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([S:7]([C:10]2[S:14][C:13]([CH2:15][NH:16][CH2:17][C:18]3[NH:19][C:20](=[O:28])[C:21]4[CH2:27][O:26][CH2:25][CH2:24][C:22]=4[N:23]=3)=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH2:3][CH2:2]1.[F:29][C:30]1[CH:47]=[CH:46][C:33]([C:34]([CH:36]2[CH2:41][CH2:40][N:39]([CH2:42][C:43](O)=[O:44])[CH2:38][CH2:37]2)=[O:35])=[CH:32][CH:31]=1.CC#N.O>C(O)=O>[F:29][C:30]1[CH:31]=[CH:32][C:33]([C:34]([CH:36]2[CH2:37][CH2:38][N:39]([CH2:42][C:43]([N:16]([CH2:15][C:13]3[S:14][C:10]([S:7]([N:4]4[CH2:3][CH2:2][O:1][CH2:6][CH2:5]4)(=[O:9])=[O:8])=[CH:11][CH:12]=3)[CH2:17][C:18]3[NH:19][C:20](=[O:28])[C:21]4[CH2:27][O:26][CH2:25][CH2:24][C:22]=4[N:23]=3)=[O:44])[CH2:40][CH2:41]2)=[O:35])=[CH:46][CH:47]=1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Following general procedure of Example 5, the title compound was prepared (0.044 g) from 2-(((5-(morpholinosulfonyl)thiophen-2-yl)methylamino)methyl)-7,8-dihydro-3H-pyrano[4,3-d]pyrimidin-4(5H)-one and 2-(4-(4-fluorobenzoyl)piperidin-1-yl)acetic acid. 1H NMR (400 MHz, MeOD) δ ppm 8.04-8.16 (m, 2H), 7.33-7.59 (m, 1H), 7.23-7.31 (m, 2H), 7.05-7.15 (m, 1H), 4.84-4.89 (m, 2H), 4.54-4.63 (m, 2H), 4.36-4.52 (m, 4H), 3.85-3.98 (m, 2H), 3.67-3.83 (m, 6H), 3.17-3.28 (m, 3H), 2.87-2.98 (m, 4H), 2.47-2.67 (m, 2H), 1.98-2.26 (m, 4H). HRMS calculated for C31H37F1N5O7S2 674.2118. found (ESI, [M+H]+) 674.2119. MS (ESI) m/z 674.2. (M+H)+. Retention time: 3.3 min (5-95% CH3CN/H2O over 7.75 min with 0.1% formic acid, Inertsil ODS3 100×3 mm C18 column with flow rate of 1.0 mL/min).
Sources & evidence
- ORD record
- ord-f8d82fa6db854eac830c2150af9cd32b
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09181266B2
Reaction notes
Loading…