HCID 18373441, compound → HCID 18373484, compound

HRID 2301536Notes

Reaction equation

HRID 2301536 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][NH:11][S:12]([C:15]1[C:20]([Cl:21])=[CH:19][CH:18]=[C:17]([N+:22]([O-])=O)[C:16]=1[OH:25])(=[O:14])=[O:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pd]>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][NH:11][S:12]([C:15]1[C:20]([Cl:21])=[CH:19][CH:18]=[C:17]([NH2:22])[C:16]=1[OH:25])(=[O:14])=[O:13])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 18373441HCID 18373441, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18373484HCID 18373484, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Following the general hydrogenation procedure outlined in example 15, N-[2-(tert-butoxycarbonylamino)ethyl]-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide (200 mg, 0.51 mmol) was reduced with hydrogen and 10% Pd/C (100 mg) to form the desired product (170 mg, 92%). 1H NMR (MeOD-d4): δ 6.84 (m, 2H), 3.15 (t, 2H), 2.95 (t, 2H), 1.42 (s, 9H).

Sources & evidence

ORD record
ord-921742a4f9c34d69bd7323c995f430bf
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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