2-(5-Nitro-1-trityl-1H-indazol-3-yl)-furo[3,2-c]pyridine → 2-(5-amino-1-trityl-1H-indazol-3-yl)-furo[3,2-c]pyridine

HRID 1038151Notes

Reaction equation

HRID 1038151 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([C:13]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[N:8]=[C:7]2[C:32]1[O:40][C:39]2[CH:38]=[CH:37][N:36]=[CH:35][C:34]=2[CH:33]=1)([O-])=O>C(OCC)(=O)C.CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([C:13]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[N:8]=[C:7]2[C:32]1[O:40][C:39]2[CH:38]=[CH:37][N:36]=[CH:35][C:34]=2[CH:33]=1

Participants

5

Reactant 1

HCID 576861752-(5-Nitro-1-trityl-1H-indazol-3-yl)-furo[3,2-c]pyridine

Product 1

HCID 576856612-(5-amino-1-trityl-1H-indazol-3-yl)-furo[3,2-c]pyridineYield 80%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

In a round-bottom flask equipped with a balloon, a mixture 2-(5-Nitro-1-trityl-1H-indazol-3-yl)-furo[3,2-c]pyridine (210 mg, 0.4 mmol) and 5% Pd on carbon (21 mg) in ethyl acetate and methanol (10 mL, 1:1) was hydrogenated overnight at room temperature to give 157 mg desired product (80% yield).

Workup

  1. customIn a round-bottom flask equipped with a balloon

Sources & evidence

ORD record
ord-8aa526805e264a6888090ca3b7f0d6ec
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

Loading…