HCID 21106588, compound → HCID 178428370, compound

HRID 1783703Notes

Reaction equation

HRID 1783703 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([C:8]([NH:25][C:26]3[N:27](C(C)(C)C)[N:28]=[C:29]([CH3:31])[CH:30]=3)=[N:9][N:10]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:17][CH:16]=3)[C:11]2=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2]>C(O)=O>[C:21]([C:18]1[CH:19]=[CH:20][C:15]([N:10]2[N:9]=[C:8]([NH:25][C:26]3[NH:27][N:28]=[C:29]([CH3:31])[CH:30]=3)[C:7]3[C:12](=[CH:13][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)[C:11]2=[O:14])=[CH:16][CH:17]=1)([CH3:24])([CH3:22])[CH3:23]

Participants

3

Reactant 1

HCID 21106588HCID 21106588, compound

Product 1

HCID 178428370HCID 178428370, compoundYield 52.9%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

15 mg 7-Nitro-4-(2-tert-butyl-5-methyl-2H-pyrazol-3-ylamino)-2-(4-tert-butyl-phenyl)-2H-phthalazin-1-one (preparation see ZB-1) were deprotected by heating in formic acid as described for ZA-1. Evaporation of excess formic acid and chromatography of the residue on silica, eluting with DCM and then with DCM/MeOH 20:1 gave 7 mg of the title product. 1H-NMR: (400 MHz, D6-DMSO) 11.9 (1H, br s), 9.53 (1H, br s), 8.98 (1H, s), 8.80 (1H, d), 8.71 (1H, d), 7.65 (2H, d), 7.54 (2H, d), 6.25 (1H, s), 2.20 (3H, s), 1.35 (9H, s); MS (ESI+)=418.31 (M+H)+.

Workup

  1. customEvaporation of excess formic acid and chromatography of the residue on silica
  2. washeluting with DCM

Sources & evidence

ORD record
ord-5fbb753d030045f8a4265ae61d012b82
Source dataset
uspto-grants-2009_03
Patent number
US07501410B2

Reaction notes

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