Lithium Hydroxide → HCID 90030488, compound

HRID 531578Notes

Reaction equation

HRID 531578 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:53]=[CH:54][CH:55]=1)[CH2:5][N:6]1[C:10]([CH3:11])=[C:9]([C:12]2[C:20]3[C:15](=[N:16][CH:17]=[C:18]([C:21]4[CH:26]=[CH:25][C:24]([N:27]5[CH2:32][CH2:31][N:30]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:29][CH2:28]5)=[C:23]([O:40][CH3:41])[CH:22]=4)[CH:19]=3)[N:14](S(C3C=CC(C)=CC=3)(=O)=O)[CH:13]=2)[C:8]([CH3:52])=[N:7]1.[OH-].[Li+]>C1COCC1.CO.O>[F:1][C:2]1[CH:3]=[C:4]([CH:53]=[CH:54][CH:55]=1)[CH2:5][N:6]1[C:10]([CH3:11])=[C:9]([C:12]2[C:20]3[C:15](=[N:16][CH:17]=[C:18]([C:21]4[CH:26]=[CH:25][C:24]([N:27]5[CH2:32][CH2:31][N:30]([C:33]([O:35][C:36]([CH3:38])([CH3:39])[CH3:37])=[O:34])[CH2:29][CH2:28]5)=[C:23]([O:40][CH3:41])[CH:22]=4)[CH:19]=3)[NH:14][CH:13]=2)[C:8]([CH3:52])=[N:7]1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 90030785HCID 90030785, compound

Product 1

HCID 90030488HCID 90030488, compoundYield 63.7%

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-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxy phenyl)piperazine-1-carboxylate (140 mg, 0.18 mmol) was hydrolyzed by lithium hydroxide (23 mg, 0.554 mmol), THF/Methanol/water (5/5/2 ml) to afford 70 mg of the titled compound. MS: m/z=610.9 (M+1).

Workup

  1. customreaction conditions

Sources & evidence

ORD record
ord-252e5e6dbf6c4b8e8dd93cb66f14c44c
Source dataset
uspto-grants-2016_05
Patent number
US09353107B2

Reaction notes

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