2-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acid → HCID 136237395, compound

HRID 713499Notes

Reaction equation

[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]([NH:11][CH2:12][C:13]1[NH:14][C:15](=[O:23])[C:16]2[CH2:22][O:21][CH2:20][CH2:19][C:17]=2[N:18]=1)[CH3:10].[F:24][C:25]1[CH:42]=[CH:41][C:28]([C:29]([CH:31]2[CH2:36][CH2:35][N:34]([CH2:37][C:38](O)=[O:39])[CH2:33][CH2:32]2)=[O:30])=[CH:27][CH:26]=1>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]([N:11]([CH2:12][C:13]1[NH:14][C:15](=[O:23])[C:16]2[CH2:22][O:21][CH2:20][CH2:19][C:17]=2[N:18]=1)[C:38](=[O:39])[CH2:37][N:34]1[CH2:35][CH2:36][CH:31]([C:29](=[O:30])[C:28]2[CH:27]=[CH:26][C:25]([F:24])=[CH:42][CH:41]=2)[CH2:32][CH2:33]1)[CH3:10]

Participants

Reactant 2

HCID 712264022-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acid

HCID 136627215HCID 136627215, compound

Product 1

HCID 136237395HCID 136237395, compound

Procedure

Following general procedure of Example 4, the title compound was prepared (43.3 mg) from 2-((1-(2,4-difluorophenyl)ethylamino)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 C30H31F2N4O4 568.6. found 569.4 (ESI, M+H); 1H NMR (400 MHz, dichloromethane-d2) δ ppm 7.80-8.00 (m, 2H) 7.23-7.41 (m, 1H) 7.11 (t, J=8.59 Hz, 3H) 6.81-6.95 (m, 2H) 6.67-6.81 (m, 2H) 6.41-6.61 (m, 1H) 4.32-4.58 (m, 4H) 4.17-4.32 (m, 1H) 3.70-3.96 (m, 4H) 3.47 (d, J=11.12 Hz, 1H) 3.15-3.37 (m, 1H) 3.09 (br. s., 1H) 2.62 (br. s., 1H) 2.50 (br. s., 1H) 2.36 (br. s., 1H) 2.14 (br. s., 2H) 2.04 (s, 1H) 1.60 (d, J=6.57 Hz, 1H) 1.39 (d, J=6.57 Hz, 2H).

Sources & evidence

ORD record: ord-2acf2152b08645d98108943806cb05a2
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181266B2

Reaction notes

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