2-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acid → HCID 136237408, compound

HRID 713503Notes

Reaction equation

HRID 713503 reaction equation
[CH:1]1([C@H:4]([NH:6][CH2:7][C:8]2[NH:9][C:10](=[O:18])[C:11]3[CH2:17][O:16][CH2:15][CH2:14][C:12]=3[N:13]=2)[CH3:5])[CH2:3][CH2:2]1.[F:19][C:20]1[CH:37]=[CH:36][C:23]([C:24]([CH:26]2[CH2:31][CH2:30][N:29]([CH2:32][C:33](O)=[O:34])[CH2:28][CH2:27]2)=[O:25])=[CH:22][CH:21]=1>>[CH:1]1([C@H:4]([N:6]([CH2:7][C:8]2[NH:9][C:10](=[O:18])[C:11]3[CH2:17][O:16][CH2:15][CH2:14][C:12]=3[N:13]=2)[C:33](=[O:34])[CH2:32][N:29]2[CH2:30][CH2:31][CH:26]([C:24](=[O:25])[C:23]3[CH:22]=[CH:21][C:20]([F:19])=[CH:37][CH:36]=3)[CH2:27][CH2:28]2)[CH3:5])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 712264022-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acidHCID 136627222HCID 136627222, compound

Product 1

HCID 136237408HCID 136237408, compound

Procedure

Following general procedure of Example 4, the title compound was prepared (9 mg) from (R)-2-((1-cyclopropylethylamino)methyl)-7,8-dihydro-3H-pyrano[4,3-d]pyrimidin-4(5H)-one and 2-(4-(4-fluorobenzoyl)piperidin-1-yl)acetic acid. Exact mass calculated for C27H33FN4O4 496.6. found 497.6 (ESI, M+H); 1H NMR (400 MHz, DMSO-d6) δ ppm 7.98-8.21 (m, 2H) 7.40 (t, J=8.84 Hz, 2H) 4.25-4.54 (m, 5H) 3.84 (ddd, J=17.31, 5.56, 5.43 Hz, 3H) 3.70 (d, J=6.06 Hz, 1H) 3.56 (br. s., 2H) 3.23 (br. s., 1H) 2.99-3.20 (m, 2H) 1.99 (br. s., 4H) 1.00-1.29 (m, 4H) 0.68-0.94 (m, 1H) 0.46-0.68 (m, 1H) 0.38 (d, J=5.05 Hz, 1H) 0.24-0.34 (m, 1H) 0.15-0.24 (m, 1H).

Sources & evidence

ORD record
ord-e7389af641ad41a795154bbb206342c7
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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