Potassium Hydroxide → HCID 25196008, compound

HRID 645691Notes

Reaction equation

HRID 645691 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([NH:10][C:11]3[C:12]4[CH:29]=[CH:28][N:27](S(C5C=CC(C)=CC=5)(=O)=O)[C:13]=4[N:14]=[C:15]([NH:17][C:18]4[CH:26]=[CH:25][C:21]([C:22]([NH2:24])=[O:23])=[CH:20][CH:19]=4)[N:16]=3)[CH:8]=2)[CH:3]=[N:2]1.[OH-].[K+]>O1CCOCC1>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([NH:10][C:11]3[C:12]4[CH:29]=[CH:28][NH:27][C:13]=4[N:14]=[C:15]([NH:17][C:18]4[CH:19]=[CH:20][C:21]([C:22]([NH2:24])=[O:23])=[CH:25][CH:26]=4)[N:16]=3)[CH:8]=2)[CH:3]=[N:2]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 685792684-(4-(1H-indazol-6-ylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)benzamide

Product 1

HCID 25196008HCID 25196008, compoundYield 22.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 4-(4-(1H-indazol-6-ylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)benzamide (50 mg, 0.093 mmol) in dioxane (3 mL), aq. 1N KOH (1.50 mL, 1.50 mmol) was added. The mixture was heated at 70° C. for 4 h. before it was concentrated in vacuo. The residue was then acidified with acetic acid (HOAc) (2.0 mL) and purified by HPLC to give the title compound (8 mg). MS 385.2 (M+H) (Compound 12-1).

Workup

  1. concentrationwas concentrated in vacuo
  2. custompurified by HPLC

Sources & evidence

ORD record
ord-b2d66ffdb9d94b199f78b328218c0949
Source dataset
uspto-grants-2010_04
Patent number
US07705004B2

Reaction notes

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