2,4-Dihydroxybenzoic Acid → HCID 66818673, compound

HRID 1024767Notes

Reaction equation

HRID 1024767 reaction equation
[OH:1][C:2]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[C:12]([O:16][C:17](=[O:27])[NH:18][CH2:19][CH2:20][CH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)([CH3:15])([CH3:14])[CH3:13]>>[C:12]([O:16][C:17](=[O:27])[NH:18][CH2:19][CH2:20][CH:21]1[CH2:22][CH2:23][N:24]([C:4](=[O:6])[C:3]2[CH:7]=[CH:8][C:9]([OH:11])=[CH:10][C:2]=2[OH:1])[CH2:25][CH2:26]1)([CH3:15])([CH3:13])[CH3:14]

Participants

3

Reactant 2

HCID 14912,4-Dihydroxybenzoic AcidHCID 15018494-(2-Aminoethyl)piperidine, 4-BOC protected

Product 1

HCID 66818673HCID 66818673, compoundYield 38.2%

Procedure

2,4-Dihydroxy benzoic acid (1.25 g, 8.11 mmol) and (2-piperidin-4-yl-ethyl)-carbamic acid tert-butyl ester (1.85 g, 8.11 mmol) and other reagents as described in Example 9(e) were used to afford 1.13 g of the required product. 1H NMR (DMSO-d6): δ 1.05 (2H, m), 1.25 (2H, m), 1.4 (9H, s), 1.65 (2H, m), 2.75 (2H, m), 2.95 (2H, m), 3.15 (1H, m), 4.0 (2H, m), 6.24 (2H, m), 6.78 (1H, m), 6.9 (1H, d), 9.6 (2H, brs).

Sources & evidence

ORD record
ord-f7ad243e60134e2f9b770cd427b53237
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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