2,4-Dihydroxybenzoic Acid → HCID 66818491, compound

HRID 1024765Notes

Reaction equation

HRID 1024765 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:26])[NH:18][CH:19]1[CH2:24][CH2:23][CH:22]([NH2:25])[CH2:21][CH2:20]1)([CH3:15])([CH3:14])[CH3:13]>>[C:12]([O:16][C:17](=[O:26])[NH:18][CH:19]1[CH2:20][CH2:21][CH:22]([NH:25][C:4](=[O:6])[C:3]2[CH:7]=[CH:8][C:9]([OH:11])=[CH:10][C:2]=2[OH:1])[CH2:23][CH2:24]1)([CH3:15])([CH3:13])[CH3:14]

Participants

3

Reactant 2

HCID 14912,4-Dihydroxybenzoic AcidHCID 2756050Cis tert-Butyl 4-aminocyclohexylcarbamate

Product 1

HCID 66818491HCID 66818491, compoundYield 26.1%

Procedure

2,4-Dihydroxy benzoic acid (1.6 g, 10.38 mmol) and (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (2.22 g, 10.38 mmol) and other reagents as described in Example 9(e) were used to afford 0.95 g of the required product. 1H NMR (DMSO-d6): δ 1.20 (4H, m), 1.4 (9H, m), 2.1 (4H, m), 3.2 (1H, m), 3.7 (1H, m), 6.2 (2H, d), 6.74 (1H, s), 7.7 (1H, s), 8.26 (1H, s), 10.0 (1H, brs), 13.0 (1H, brs).

Sources & evidence

ORD record
ord-09da9c918c5f45c386eedf31fd7442cd
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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