2-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acid → HCID 136237372, compound

HRID 713490Notes

Reaction equation

HRID 713490 reaction equation
[CH2:1]([NH:5][CH2:6][C:7]1[NH:8][C:9](=[O:17])[C:10]2[CH2:16][O:15][CH2:14][CH2:13][C:11]=2[N:12]=1)[CH:2]([CH3:4])[CH3:3].[F:18][C:19]1[CH:36]=[CH:35][C:22]([C:23]([CH:25]2[CH2:30][CH2:29][N:28]([CH2:31][C:32](O)=[O:33])[CH2:27][CH2:26]2)=[O:24])=[CH:21][CH:20]=1>>[F:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]([CH:25]2[CH2:26][CH2:27][N:28]([CH2:31][C:32]([N:5]([CH2:1][CH:2]([CH3:4])[CH3:3])[CH2:6][C:7]3[NH:8][C:9](=[O:17])[C:10]4[CH2:16][O:15][CH2:14][CH2:13][C:11]=4[N:12]=3)=[O:33])[CH2:29][CH2:30]2)=[O:24])=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 712264022-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acidHCID 136244071HCID 136244071, compound

Product 1

HCID 136237372HCID 136237372, compound

Procedure

Following the general procedure of Example 4, the title compound was prepared (36.4 mg) from 2-((isobutylamino)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 C26H33FN4O4 484.6. found 485.6 (ESI, M+H); 1H NMR (400 MHz, dichloromethane-d2) δ ppm 7.98 (dd, J=8.84, 5.31 Hz, 2H) 7.20 (t, J=8.59 Hz, 2H) 4.48-4.67 (m, 4H) 4.21 (br. s., 2H) 3.89-4.01 (m, 2H) 3.82 (br. s., 3H) 3.23 (br. s., 4H) 2.62-2.83 (m, 2H) 2.19 (br. s., 3H) 2.13 (s, 1H) 2.07 (d, J=6.57 Hz, 1H) 0.98 (d, J=6.57 Hz, 4H) 0.88 (d, J=5.56 Hz, 2H).

Sources & evidence

ORD record
ord-c7271951de6a4347b1429d8b982d476c
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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