2-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acid → HCID 136237407, compound

HRID 713502Notes

Reaction equation

HRID 713502 reaction equation
[F:1][C:2]1[CH:21]=[C:20]([F:22])[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: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:1][C:2]1[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:3]=1[CH2:4][N: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)[C:37](=[O:38])[CH2:36][N:33]1[CH2:34][CH2:35][CH:30]([C:28](=[O:29])[C:27]2[CH:26]=[CH:25][C:24]([F:23])=[CH:41][CH:40]=2)[CH2:31][CH2:32]1

Participants

3

Reactant 2

HCID 712264022-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acidHCID 136612913HCID 136612913, compound

Product 1

HCID 136237407HCID 136237407, compound

Procedure

Following general procedure of Example 4, the title compound was prepared (33 mg) from 2-((2,4-difluorobenzylamino)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 C29H29F3N4O4 554.7. found 555.4 (ESI, M+H); 1H NMR (400 MHz, dichloromethane-d2) δ ppm 7.26-7.43 (m, 1H) 7.20 (t, J=8.59 Hz, 2H) 6.80-6.99 (m, 1H) 4.54-4.75 (m, 4H) 4.49 (d, J=10.61 Hz, 4H) 3.86-4.00 (m, 3H) 3.74 (br. s., 3H) 3.43 (br. s., 5H) 2.63-2.79 (m, 2H) 2.44 (br. s., 1H) 2.24 (br. s., 2H) 2.12 (s, 1H).

Sources & evidence

ORD record
ord-d1eeff4f639c4b208f32b637eb570e7f
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

Loading…