2-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acid → HCID 136237385, compound

HRID 713495Notes

Reaction equation

HRID 713495 reaction equation
[CH:1]([NH:4][CH2:5][C:6]1[NH:7][C:8](=[O:16])[C:9]2[CH2:15][O:14][CH2:13][CH2:12][C:10]=2[N:11]=1)([CH3:3])[CH3:2].[F:17][C:18]1[CH:35]=[CH:34][C:21]([C:22]([CH:24]2[CH2:29][CH2:28][N:27]([CH2:30][C:31](O)=[O:32])[CH2:26][CH2:25]2)=[O:23])=[CH:20][CH:19]=1>>[F:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([CH:24]2[CH2:25][CH2:26][N:27]([CH2:30][C:31]([N:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][C:6]3[NH:7][C:8](=[O:16])[C:9]4[CH2:15][O:14][CH2:13][CH2:12][C:10]=4[N:11]=3)=[O:32])[CH2:28][CH2:29]2)=[O:23])=[CH:34][CH:35]=1

Participants

3

Reactant 2

HCID 712264022-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acidHCID 136627261HCID 136627261, compound

Product 1

HCID 136237385HCID 136237385, compound

Procedure

Following general procedure of Example 4, the title compound was prepared (26.4 mg) from 2-((isopropylamino)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 C25H31FN4O4 470.5. found 471.6 (ESI, M+H); 1H NMR (400 MHz, dichloromethane-d2) δ ppm 7.91-8.18 (m, 2H) 7.19 (t, J=8.59 Hz, 2H) 4.53-4.69 (m, 2H) 4.50 (s, 1H) 4.24-4.43 (m, 1H) 4.19 (br. s., 1H) 3.86-4.08 (m, 3H) 3.80 (d, J=7.58 Hz, 1H) 3.58 (br. s., 2H) 3.33-3.50 (m, 1H) 3.28 (br. s., 1H) 2.74 (t, J=5.31 Hz, 2H) 2.19 (d, J=10.61 Hz, 2H) 2.13 (s, 1H) 1.11-1.33 (m, 5H) 1.07 (d, J=6.06 Hz, 1H).

Sources & evidence

ORD record
ord-090937249ab84c4e9af3097761955091
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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