2-(2-(5-cyclopropyl-1H-tetrazol-1-yl)-4-nitrophenoxy)ethan-1-ol → 2-(4-amino-2-(5-cyclopropyl-1H-tetrazol-1-yl)phenoxy)ethan-1-ol

HRID 633436Notes

Reaction equation

HRID 633436 reaction equation
[CH:1]1([C:4]2[N:8]([C:9]3[CH:18]=[C:17]([N+:19]([O-])=O)[CH:16]=[CH:15][C:10]=3[O:11][CH2:12][CH2:13][OH:14])[N:7]=[N:6][N:5]=2)[CH2:3][CH2:2]1>[Pd].CO>[NH2:19][C:17]1[CH:16]=[CH:15][C:10]([O:11][CH2:12][CH2:13][OH:14])=[C:9]([N:8]2[C:4]([CH:1]3[CH2:3][CH2:2]3)=[N:5][N:6]=[N:7]2)[CH:18]=1

Participants

4

Reactant 1

HCID 867045312-(2-(5-cyclopropyl-1H-tetrazol-1-yl)-4-nitrophenoxy)ethan-1-ol

Product 1

HCID 867045302-(4-amino-2-(5-cyclopropyl-1H-tetrazol-1-yl)phenoxy)ethan-1-olYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Similarly, 2-(2-(5-cyclopropyl-1H-tetrazol-1-yl)-4-nitrophenoxy)ethan-1-ol (82 mg, 0.3 mmol), palladium on charcoal (16 mg) and MeOH (7 mL) was hydrogenated to give 2-(4-amino-2-(5-cyclopropyl-1H-tetrazol-1-yl)phenoxy)ethan-1-ol (67 mg, 91%) after workup.

Sources & evidence

ORD record
ord-4ee2c6a5466e4b4497aa7335d4a9b85f
Source dataset
uspto-grants-2016_04
Patent number
US09321763B2

Reaction notes

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