Dichloromethane → HCID 86694002, compound

HRID 1053398Notes

Reaction equation

HRID 1053398 reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[O:12][CH:13]1[CH2:18][N:17]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:16][C:15]2[N:26]([CH3:29])[N:27]=[CH:28][C:14]1=2.C(Cl)Cl.O.NN>C(O)C>[NH2:3][O:12][CH:13]1[CH2:18][N:17]([C:19]([O:21][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:20])[CH2:16][C:15]2[N:26]([CH3:29])[N:27]=[CH:28][C:14]1=2

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 24654Hydrazine hydrate (1:1)HCID 86694001HCID 86694001, compound

Product 1

HCID 86694002HCID 86694002, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of tert-butyl 4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]-1-methyl-1,4,5,7-tetrahydro-6H-pyrazolo[3,4-c]pyridine-6-carboxylate 136 (2.50 g, 6.27 mmol) in a solution of DCM (20 mL) and ethanol (4 mL) was added hydrazine hydrate (0.360 mL, 6.27 mmol) at room temperature. The mixture was stirred at room temperature overnight, filtered and concentrated to provide a residue which was washed with ether and methanol to give 137 (1.06 g, 62%) as a white foam.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customto provide a residue which
  4. washwas washed with ether and methanol

Sources & evidence

ORD record
ord-53c9968d8c144e379756a56da5f20421
Source dataset
uspto-grants-2016_07
Patent number
US09393239B2

Reaction notes

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