Diethyl (4-{[4-chloro-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate → HCID 178476874, compound
Reaction equation
Cl[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][N:5]=[C:4]([NH:12][C:13]2[CH:27]=[CH:26][C:16]([CH2:17][P:18](=[O:25])([O:22][CH2:23][CH3:24])[O:19][CH2:20][CH3:21])=[CH:15][C:14]=2[O:28][CH3:29])[N:3]=1.[NH2:30][C:31]1[CH:32]=[CH:33][C:34]([C@H:42]2[CH2:47][CH2:46][C@H:45]([O:48][CH2:49][CH3:50])[CH2:44][CH2:43]2)=[C:35]2[C:39]=1[C:38](=[O:40])[N:37]([CH3:41])[CH2:36]2>>[CH2:49]([O:48][C@H:45]1[CH2:44][CH2:43][C@H:42]([C:34]2[CH:33]=[CH:32][C:31]([NH:30][C:2]3[C:7]([C:8]([F:11])([F:9])[F:10])=[CH:6][N:5]=[C:4]([NH:12][C:13]4[CH:27]=[CH:26][C:16]([CH2:17][P:18](=[O:25])([O:22][CH2:23][CH3:24])[O:19][CH2:20][CH3:21])=[CH:15][C:14]=4[O:28][CH3:29])[N:3]=3)=[C:39]3[C:35]=2[CH2:36][N:37]([CH3:41])[C:38]3=[O:40])[CH2:47][CH2:46]1)[CH3:50]Participants
Procedure
The title product was prepared according to the procedure for Example 102 using diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (40.0 mg, 0.0944 mmol) and 7-amino-4-(trans-4-ethoxycyclohexyl)-2-methyl-2,3-dihydro-1H-isoindol-1-one (Compound 166B). 1H NMR (CDCl3, 400 MHz): δ=1.19-1.32 (m, 9 H), 1.34-1.46 (m, 2 H), 1.58-1.69 (m, 2 H), 1.92 (d, J=12.88 Hz, 2 H), 2.23 (d, J=10.11 Hz, 2 H), 2.51 (t, J=12.00 Hz, 1 H), 3.14-3.21 (m, 2 H), 3.22 (s, 3 H), 3.31-3.43 (m, 1 H), 3.59 (q, J=6.99 Hz, 2 H), 3.93 (s, 3 H), 3.99-4.12 (m, 4 H), 4.40 (s, 2 H), 6.89 (d, J=8.08 Hz, 1 H), 6.94 (s, 1 H), 7.34 (d, J=8.59 Hz, 1 H), 7.70 (br. s., 1 H), 8.28 (d, J=7.58 Hz, 1 H), 8.39 (br. s., 1 H), 8.62 (d, J=8.59 Hz, 1 H), 10.54 (br. s., 1 H). MS (ES+): m/z 706.26 [MH+] (TOF, polar).
Sources & evidence
- ORD record
- ord-e5f9e9053c824ae6b21865552f30199b
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09096624B2
Reaction notes
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