2-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acid → HCID 136237396, compound

HRID 713500Notes

Reaction equation

HRID 713500 reaction equation
[CH2:1]([NH:8][CH2:9][C:10]1[NH:11][C:12](=[O:20])[C:13]2[CH2:19][O:18][CH2:17][CH2:16][C:14]=2[N:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:21][C:22]1[CH:39]=[CH:38][C:25]([C:26]([CH:28]2[CH2:33][CH2:32][N:31]([CH2:34][C:35](O)=[O:36])[CH2:30][CH2:29]2)=[O:27])=[CH:24][CH:23]=1>>[CH2:1]([N:8]([CH2:9][C:10]1[NH:11][C:12](=[O:20])[C:13]2[CH2:19][O:18][CH2:17][CH2:16][C:14]=2[N:15]=1)[C:35](=[O:36])[CH2:34][N:31]1[CH2:32][CH2:33][CH:28]([C:26](=[O:27])[C:25]2[CH:24]=[CH:23][C:22]([F:21])=[CH:39][CH:38]=2)[CH2:29][CH2:30]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 712264022-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acidHCID 136244079HCID 136244079, compound

Product 1

HCID 136237396HCID 136237396, compound

Procedure

Following general procedure of Example 4, the title compound was prepared (17.7 mg) from 2-((benzylamino)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 C29H31FN4O4 518.58. found 519.4 (ESI, M+H); 1H NMR (400 MHz, dichloromethane-d2) δ ppm 7.98 (br. s., 2H) 7.28-7.52 (m, 1H) 7.21 (d, J=7.58 Hz, 4H) 4.66 (d, J=8.08 Hz, 2H) 4.60 (br. s., 1H) 4.48 (br. s., 2H) 3.85-4.08 (m, 5H) 3.81 (br. s., 2H) 3.42 (d, J=7.07 Hz, 2H) 3.28 (br. s., 2H) 2.70 (d, J=15.66 Hz, 2H) 2.06-2.36 (m, 3H) 1.17-1.41 (m, 2H)

Sources & evidence

ORD record
ord-a296f2516210424d916e7cb64dcbed57
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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