2-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acid → HCID 136237393, compound

HRID 713497Notes

Reaction equation

HRID 713497 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:10][CH2:11][C:12]2[NH:13][C:14](=[O:22])[C:15]3[CH2:21][O:20][CH2:19][CH2:18][C:16]=3[N:17]=2)[CH3:9])=[CH:4][CH:3]=1.[F:23][C:24]1[CH:41]=[CH:40][C:27]([C:28]([CH:30]2[CH2:35][CH2:34][N:33]([CH2:36][C:37](O)=[O:38])[CH2:32][CH2:31]2)=[O:29])=[CH:26][CH:25]=1>>[F:23][C:24]1[CH:25]=[CH:26][C:27]([C:28]([CH:30]2[CH2:31][CH2:32][N:33]([CH2:36][C:37]([N:10]([C@H:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[CH3:9])[CH2:11][C:12]3[NH:13][C:14](=[O:22])[C:15]4[CH2:21][O:20][CH2:19][CH2:18][C:16]=4[N:17]=3)=[O:38])[CH2:34][CH2:35]2)=[O:29])=[CH:40][CH:41]=1

Participants

3

Reactant 2

HCID 712264022-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acidHCID 136627256HCID 136627256, compound

Product 1

HCID 136237393HCID 136237393, compound

Procedure

Following general procedure of Example 4, the title compound was prepared (40.7 mg) from (S)-2-((1-(4-fluorophenyl)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 C30H32FN4O4 550.6. found 551.4 (ESI, M+H); 1H NMR (400 MHz, dichloromethane-d2) δ ppm 7.97 (dd, J=8.84, 5.31 Hz, 2H) 7.31 (dd, J=8.59, 5.05 Hz, 1H) 7.13-7.27 (m, 3H) 6.88 (t, J=7.83 Hz, 1H) 6.03 (q, J=7.07 Hz, 1H) 4.27-4.57 (m, 5H) 4.11 (br. s., 2H) 3.85-4.03 (m, 4H) 3.36 (br. s., 1H) 3.30 (br. s., 2H) 2.97 (s, 1H) 2.70 (br. s., 2H) 2.59 (d, J=4.04 Hz, 1H) 2.12 (s, 4H) 1.68 (d, J=7.07 Hz, 1H) 1.49 (d, J=7.07 Hz, 2H).

Sources & evidence

ORD record
ord-a921f6eac3b9410b853b15809f7b7e30
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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