tert-butyl 3-(3-((4-methoxy-6-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamino)methyl)phenoxy)propylcarbamate → tert-butyl 3-(3-((4-methoxy-6-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamino)methyl)phenoxy)propylcarbamate

HRID 68346Notes

Reaction equation

HRID 68346 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]2[C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[N:11](S(C3C=CC=CC=3)(=O)=O)[CH:10]=2)[N:6]=[C:5]([NH:27][CH2:28][C:29]2[CH:30]=[C:31]([CH:44]=[CH:45][CH:46]=2)[O:32][CH2:33][CH2:34][CH2:35][NH:36][C:37](=[O:43])[O:38][C:39]([CH3:42])([CH3:41])[CH3:40])[N:4]=1>CO.[OH-].[Na+]>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]2[C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[NH:11][CH:10]=2)[N:6]=[C:5]([NH:27][CH2:28][C:29]2[CH:30]=[C:31]([CH:44]=[CH:45][CH:46]=2)[O:32][CH2:33][CH2:34][CH2:35][NH:36][C:37](=[O:43])[O:38][C:39]([CH3:42])([CH3:41])[CH3:40])[N:4]=1

Participants

4

Reactant 1

HCID 67440753tert-butyl 3-(3-((4-methoxy-6-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamino)methyl)phenoxy)propylcarbamate

Product 1

HCID 67439456tert-butyl 3-(3-((4-methoxy-6-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamino)methyl)phenoxy)propylcarbamate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of Example 63B (600 mg, 0.93 mmol) in methanol (12 mL) and NaOH aqueous solution (1M, 4 mL) was stirred at room temperature for 16 hours. The mixture was filtered, and the solid was washed with water and dried in vacuo to give the title compound.

Workup

  1. filtrationThe mixture was filtered
  2. washthe solid was washed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-bf22fbd43bcd48b2b1961c2415624fdb
Source dataset
uspto-grants-2014_09
Patent number
US08822446B2

Reaction notes

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