3-Cyano-N-(3-{6-[1-(4-methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methylphenyl)-5-(pentafluoro-lambda6-sulphanyl)benzamide → 3-Cyano-N-{4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-5-(penta-fluoro-lambda6-sulphanyl)benzamide

HRID 1055747Notes

Reaction equation

HRID 1055747 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:38]=[C:39]([S:41]([F:46])([F:45])([F:44])([F:43])[F:42])[CH:40]=1)[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]([N:16]2[C:23]3[N:19]([N:20]=[C:21]([C:24]4[CH:25]=[N:26][N:27](CC5C=CC(OC)=CC=5)[CH:28]=4)[CH:22]=3)[CH:18]=[CH:17]2)[CH:10]=1)=[O:7])#[N:2]>FC(F)(F)C(O)=O>[C:1]([C:3]1[CH:4]=[C:5]([CH:38]=[C:39]([S:41]([F:46])([F:43])([F:42])([F:44])[F:45])[CH:40]=1)[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]([N:16]2[C:23]3[N:19]([N:20]=[C:21]([C:24]4[CH:25]=[N:26][NH:27][CH:28]=4)[CH:22]=3)[CH:18]=[CH:17]2)[CH:10]=1)=[O:7])#[N:2]

Participants

3

Reactant 1

HCID 896995663-Cyano-N-(3-{6-[1-(4-methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methylphenyl)-5-(pentafluoro-lambda6-sulphanyl)benzamide

Product 1

HCID 1366302433-Cyano-N-{4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-5-(penta-fluoro-lambda6-sulphanyl)benzamide

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

80 mg (0.10 mmol) of the compound of Example 75A were stirred in 0.8 ml of trifluoroacetic acid at 90° C. for 60 min. The reaction was then concentrated under reduced pressure and the residue was purified by preparative HPLC (Method 34). This gave 49 mg (90% of theory) of the title compound.

Workup

  1. concentrationThe reaction was then concentrated under reduced pressure
  2. customthe residue was purified by preparative HPLC (Method 34)

Sources & evidence

ORD record
ord-dc1fc08e4e124644b77ab7ccd193fb38
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Reaction notes

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