Lithium Hydroxide → HCID 118524040, compound

HRID 531852Notes

Reaction equation

HRID 531852 reaction equation
Cl.FC1C=C(C=CC=1)CN1C=C(C2C3C(=NC=C(C4C=CC(C5CCNCC5)=CC=4)C=3)N(S(C3C=CC(C)=CC=3)(=O)=O)C=2)C=N1.[N:46]1[CH:51]=[CH:50][C:49]([CH2:52][N:53]2[CH:57]=[C:56]([C:58]3[C:66]4[C:61](=[N:62][CH:63]=[C:64]([C:67]5[CH:72]=[CH:71][C:70]([CH:73]6[CH2:78][CH2:77][N:76]([C:79]([O:81][C:82]([CH3:85])([CH3:84])[CH3:83])=[O:80])[CH2:75][CH2:74]6)=[CH:69][CH:68]=5)[CH:65]=4)[N:60](S(C4C=CC(C)=CC=4)(=O)=O)[CH:59]=3)[CH:55]=[N:54]2)=[CH:48][CH:47]=1.[OH-].[Li+]>C1COCC1.CO.O>[N:46]1[CH:47]=[CH:48][C:49]([CH2:52][N:53]2[CH:57]=[C:56]([C:58]3[C:66]4[C:61](=[N:62][CH:63]=[C:64]([C:67]5[CH:68]=[CH:69][C:70]([CH:73]6[CH2:74][CH2:75][N:76]([C:79]([O:81][C:82]([CH3:85])([CH3:84])[CH3:83])=[O:80])[CH2:77][CH2:78]6)=[CH:71][CH:72]=5)[CH:65]=4)[NH:60][CH:59]=3)[CH:55]=[N:54]2)=[CH:50][CH:51]=1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 118524033HCID 118524033, compoundHCID 1185240853-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(piperidin-4-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine hydrochloride

Product 1

HCID 118524040HCID 118524040, compoundYield 99.6%

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-(pyridin-4-ylmethyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperidine-1-carboxylate (142 mg, 0.206 mmol) was hydrolyzed with lithium hydroxide (43 mg, 1.030 mmol) in THF/methanol/water (4/4/2 mL) to yield 120 mg (99.6% yield). MS: m/z=535.3 (M+1).

Workup

  1. customreaction conditions
  2. customto yield 120 mg (99.6% yield)

Sources & evidence

ORD record
ord-350d166e94d8418db9a11d98122a8d4c
Source dataset
uspto-grants-2016_05
Patent number
US09353107B2

Reaction notes

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