HCID 57703891, compound → HCID 16730513, compound

HRID 1472214Notes

Reaction equation

HRID 1472214 reaction equation
C(OC([N:6]1[C:10]([NH:11][C:12](=[O:26])[C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]3)=[CH:15][CH:14]=2)=[C:9]2[CH2:27][N:28]([S:32]([C:35]3[CH:40]=[C:39]([F:41])[CH:38]=[C:37]([F:42])[CH:36]=3)(=[O:34])=[O:33])[C:29]([CH3:31])([CH3:30])[C:8]2=[N:7]1)=O)C>CO.C(N(CC)CC)C>[F:41][C:39]1[CH:40]=[C:35]([S:32]([N:28]2[CH2:27][C:9]3[C:10]([NH:11][C:12](=[O:26])[C:13]4[CH:18]=[CH:17][C:16]([N:19]5[CH2:20][CH2:21][N:22]([CH3:25])[CH2:23][CH2:24]5)=[CH:15][CH:14]=4)=[N:6][NH:7][C:8]=3[C:29]2([CH3:31])[CH3:30])(=[O:33])=[O:34])[CH:36]=[C:37]([F:42])[CH:38]=1

Participants

4

Reactant 1

HCID 57703891HCID 57703891, compound

Product 1

HCID 16730513HCID 16730513, compoundYield 75.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8471TriethylamineSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 5-(3,5-difluoro-benzenesulfonyl)-6,6-dimethyl-3-[4-(4-methyl-piperazin-1-yl)-benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-2-carboxylic acid ethyl ester (1.6 g, 3 mmol) in MeOH (60 mL) and triethylamine (5 mL) was heated at 60° C. for 2 hours. The reaction mixture was then evaporated to dryness and the crude residue crystallized from ethyl acetate, filtered, washed with diethyl ether and dried under vacuum affording the title compound as white solid (1.2 g).

Workup

  1. customThe reaction mixture was then evaporated to dryness
  2. customthe crude residue crystallized from ethyl acetate
  3. filtrationfiltered
  4. washwashed with diethyl ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-eeb6cdcfae4c4911a0a0dc84b3f194e9
Source dataset
uspto-grants-2015_04
Patent number
US09012487B2

Reaction notes

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