Potassium Hydroxide → 1-(4-(4-(1H-indazol-6-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperidin-4-ol

HRID 645684Notes

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:33]=[CH:32][N:31](S(C5C=CC(C)=CC=5)(=O)=O)[C:13]=4[N:14]=[C:15]([NH:17][C:18]4[CH:23]=[CH:22][C:21]([N:24]5[CH2:29][CH2:28][CH:27]([OH:30])[CH2:26][CH2:25]5)=[CH:20][CH:19]=4)[N:16]=3)[CH:8]=2)[CH:3]=[N:2]1.[OH-].[K+]>CO>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([NH:10][C:11]3[C:12]4[CH:33]=[CH:32][NH:31][C:13]=4[N:14]=[C:15]([NH:17][C:18]4[CH:19]=[CH:20][C:21]([N:24]5[CH2:25][CH2:26][CH:27]([OH:30])[CH2:28][CH2:29]5)=[CH:22][CH:23]=4)[N:16]=3)[CH:8]=2)[CH:3]=[N:2]1

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 1-(4-(4-(1H-indazol-6-ylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperidin-4-ol (11 mg, 0.018 mmol) in methanol (MeOH) (1 mL), aq. 1N KOH (0.50 mL, 0.50 mmol) was added. The mixture was heated at 60° C. for 24 h. It was then concentrated in vacuo. The residue was acidified with acetic acid (HOAc) (1.0 mL) before being purified by HPLC to give the title compound (1 mg). MS 441.1 (M+H) (Compound 7-1).

Workup

concentrationIt was then concentrated in vacuo
custombefore being purified by HPLC

Sources & evidence

ORD record: ord-51ca19d137d7480ba9724bc72a4566e0
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07705004B2

Reaction notes

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