2-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acid → HCID 136237397, compound

HRID 713501Notes

Reaction equation

HRID 713501 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[CH2:4][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.[F:22][C:23]1[CH:40]=[CH:39][C:26]([C:27]([CH:29]2[CH2:34][CH2:33][N:32]([CH2:35][C:36](O)=[O:37])[CH2:31][CH2:30]2)=[O:28])=[CH:25][CH:24]=1>>[F:22][C:23]1[CH:24]=[CH:25][C:26]([C:27]([CH:29]2[CH2:30][CH2:31][N:32]([CH2:35][C:36]([N:5]([CH2:4][C:3]3[CH:18]=[CH:19][CH:20]=[CH:21][C:2]=3[F:1])[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:37])[CH2:33][CH2:34]2)=[O:28])=[CH:39][CH:40]=1

Participants

3

Reactant 2

HCID 712264022-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acidHCID 136627216HCID 136627216, compound

Product 1

HCID 136237397HCID 136237397, compound

Procedure

Following general procedure of Example 4, the title compound was prepared (52 mg) from 2-((2-fluorobenzylamino)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 C29H30F2N4O4 536.6. found 537.4 (ESI, M+H); 1H NMR (400 MHz, dichloromethane-d2) δ ppm 7.87-8.12 (m, 2H) 7.16-7.45 (m, 5H) 7.04-7.14 (m, 1H) 4.69 (br. s., 1H) 4.61 (d, J=11.62 Hz, 3H) 4.48 (d, J=4.55 Hz, 3H) 4.31 (br. s., 1H) 3.84-4.08 (m, 7H) 3.39 (br. s., 1H) 3.28 (br. s., 1H) 2.63-2.79 (m, 2H) 2.28 (br. s., 2H) 1.97-2.20 (m, 2H).

Sources & evidence

ORD record
ord-932d0e44ddfc4d1897ddf9732bf90ea1
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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