Pyridine → HCID 86761477, compound

HRID 658498Notes

Reaction equation

HRID 658498 reaction equation
[C:1](Cl)(Cl)=[O:2].C1(C)C=CC=CC=1.[C:12]([O:16][C:17]([N:19]1[C:27]2[C:22](=[CH:23][C:24]([NH2:28])=[CH:25][CH:26]=2)[CH:21]=[N:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13].N1C=CC=CC=1>C(Cl)Cl>[C:12]([O:16][C:17]([N:19]1[C:27]2[C:22](=[CH:23][C:24]([N:28]=[C:1]=[O:2])=[CH:25][CH:26]=2)[CH:21]=[N:20]1)=[O:18])([CH3:15])([CH3:13])[CH3:14]

Participants

6

Reactant 4

HCID 1049PyridineHCID 1140TolueneHCID 6371PhosgeneHCID 198005561,1-Dimethylethyl 5-amino-1H-indazole-1-carboxylate

Product 1

HCID 86761477HCID 86761477, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A 0° C. mixture of 1.93M solution of phosgene in toluene (8.9 mL, 17 mmol) and CH2Cl2 (80 mL) was added dropwise a solution of 5-amino-indazole-1-carboxylic acid tert-butyl ester (2 g, 8.5 mmol) and pyridine (3.5 mL, 43 mmol) in CH2Cl2 (20 mL). The reaction mixture was stirred for 1.5 h, then concentrated under reduced pressure. The residue was dissolved in CH2Cl2 (100 mL) and was used without further purification.

Workup

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe residue was dissolved in CH2Cl2 (100 mL)
  3. customwas used without further purification

Sources & evidence

ORD record
ord-817b21738dc14cf3b380379c5cdab691
Source dataset
uspto-grants-2011_12
Patent number
US08076488B2

Reaction notes

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