2-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acid → HCID 136237410, compound

HRID 713505Notes

Reaction equation

HRID 713505 reaction equation
[O:1]=[C:2]1[NH:7][C:6]([CH2:8][NH:9][CH2:10][C:11]#[N:12])=[N:5][C:4]2[CH2:13][CH2:14][O:15][CH2:16][C:3]1=2.[F:17][C:18]1[CH:35]=[CH:34][C:21]([C:22]([CH:24]2[CH2:29][CH2:28][N:27]([CH2:30][C:31](O)=[O:32])[CH2:26][CH2:25]2)=[O:23])=[CH:20][CH:19]=1>>[C:11]([CH2:10][N:9]([CH2:8][C:6]1[NH:7][C:2](=[O:1])[C:3]2[CH2:16][O:15][CH2:14][CH2:13][C:4]=2[N:5]=1)[C:31](=[O:32])[CH2:30][N:27]1[CH2:28][CH2:29][CH:24]([C:22](=[O:23])[C:21]2[CH:20]=[CH:19][C:18]([F:17])=[CH:35][CH:34]=2)[CH2:25][CH2:26]1)#[N:12]

Participants

3

Reactant 2

HCID 712264022-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acidHCID 136627219HCID 136627219, compound

Product 1

HCID 136237410HCID 136237410, compound

Procedure

Following general procedure of Example 4, the title compound was prepared (5.4 mg) from [(4-oxo-3,5,7,8-tetrahydro-4H-pyrano[4,3-d]pyrimidin-2-ylmethyl)-amino]-acetonitrile and 2-(4-(4-fluorobenzoyl)piperidin-1-yl)acetic acid. Exact mass calculated for C24H26FN5O4 467.5. found 468.5 (ESI, M+H); 1H NMR (400 MHz, DMSO-d6) δ ppm 12.61 (br. s., 1H) 9.80 (br. s., 1H) 7.96-8.19 (m, 2H) 7.40 (t, J=8.84 Hz, 2H) 4.58 (s, 2H) 4.50 (s, 2H) 4.26-4.46 (m, 4H) 3.80-3.92 (m, 3H) 3.61-3.75 (m, 1H) 3.52 (br. s., 2H) 3.17 (br. s., 1H) 3.09 (br. s., 1H) 2.00 (br. s., 4H).

Sources & evidence

ORD record
ord-40d5a4233a3a4d9dbf1e749948139db4
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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