1,1-Dimethylethyl 4-(4-morpholinyl)-2-nitrobenzoate → HCID 53468423, compound

HRID 2274147Notes

Reaction equation

HRID 2274147 reaction equation
[N:1]1([C:7]2[CH:19]=[CH:18][C:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[C:9]([N+:20]([O-])=O)[CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[H][H]>O1CCCC1.[Pd]>[NH2:20][C:9]1[CH:8]=[C:7]([N:1]2[CH2:2][CH2:3][O:4][CH2:5][CH2:6]2)[CH:19]=[CH:18][C:10]=1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12]

Participants

5

Reactant 2

HCID 577038811,1-Dimethylethyl 4-(4-morpholinyl)-2-nitrobenzoateHCID 178418361HCID 178418361, compound

Product 1

HCID 53468423HCID 53468423, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

127 g (0.412 mol) of tert-butyl 4-morpholin-4-yl-2-nitrobenzoate (WO 2007/06837 A1) were dissolved in 1000 ml of tetrahydrofuran, 12.7 g of palladium/carbon (5%, water-moist) were added, and the mixture was stirred over hydrogen at room temperature for 5 h. Conventional work-up gave 4.5 g (Y=100%) of tert-butyl 2-amino-4-morpholin-4-ylbenzoate.

Sources & evidence

ORD record
ord-a337991b95c1490da71936ae088e080f
Source dataset
uspto-grants-2015_09
Patent number
US09126952B2

Reaction notes

Loading…