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 710931Notes

Reaction equation

HRID 710931 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-a03b1a7b4049493a97e6cb5fb5fcce7d
Source dataset
uspto-grants-2015_11
Patent number
US09181246B2

Reaction notes

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