Lithium Hydroxide → HCID 118523978, compound

HRID 531561Notes

Reaction equation

HRID 531561 reaction equation
[CH3:1][C:2]1[C:6]([C:7]2[C:15]3[C:10](=[N:11][CH:12]=[C:13]([C:16]4[CH:21]=[CH:20][C:19]([N:22]5[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:23]5)=[CH:18][CH:17]=4)[CH:14]=3)[N:9](S(C3C=CC(C)=CC=3)(=O)=O)[CH:8]=2)=[C:5]([CH3:45])[N:4]([CH2:46][C:47]2[CH:52]=[CH:51][CH:50]=[C:49]([O:53][C:54]([F:57])([F:56])[F:55])[CH:48]=2)[N:3]=1.[OH-].[Li+]>C1COCC1.CO.O>[CH3:1][C:2]1[C:6]([C:7]2[C:15]3[C:10](=[N:11][CH:12]=[C:13]([C:16]4[CH:21]=[CH:20][C:19]([N:22]5[CH2:23][CH2:24][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:32])[CH3:33])=[O:29])[CH2:26][CH2:27]5)=[CH:18][CH:17]=4)[CH:14]=3)[NH:9][CH:8]=2)=[C:5]([CH3:45])[N:4]([CH2:46][C:47]2[CH:52]=[CH:51][CH:50]=[C:49]([O:53][C:54]([F:55])([F:56])[F:57])[CH:48]=2)[N:3]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 118523950HCID 118523950, compound

Product 1

HCID 118523978HCID 118523978, compoundYield 80.3%

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

Using similar reaction conditions as described in step-iii of example-1, tert-butyl 4-(4-(3-(3,5-dimethyl-1-(3-(trifluoromethoxy)benzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate (140 mg, 0.174 mmol) was hydrolyzed by lithium hydroxide (36.7 mg, 0.27 mmol), THF/Methanol/water (2/3/1 ml) to afford 90 mg (80.3% yield) of the titled compound. LCMS: m/z=647.2 (M+1).

Workup

  1. customreaction conditions

Sources & evidence

ORD record
ord-f1de645d07604e86a43d48406f98dd5d
Source dataset
uspto-grants-2016_05
Patent number
US09353107B2

Reaction notes

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