Dichloromethane → HCID 86694002, compound

HRID 2400679Notes

Reaction equation

HRID 2400679 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-470ce7c1ecb446628b0a5991b6cc542e
Source dataset
uspto-grants-2014_08
Patent number
US08796257B2

Reaction notes

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