Potassium Hydroxide → HCID 44467610, compound

HRID 2281408Notes

Reaction equation

[CH2:1]([O:5][CH:6]([C:8]1[C:16]2[C:15]([NH:17][CH:18]3[CH2:20][CH2:19]3)=[N:14][C:13]([NH:21][C:22]3[CH:30]=[C:29]4[C:25]([CH:26]=[N:27][NH:28]4)=[CH:24][CH:23]=3)=[N:12][C:11]=2[N:10](S(C2C=CC(C)=CC=2)(=O)=O)[CH:9]=1)[CH3:7])[CH2:2][CH2:3][CH3:4].[OH-].[K+]>O1CCOCC1>[CH2:1]([O:5][CH:6]([C:8]1[C:16]2[C:15]([NH:17][CH:18]3[CH2:19][CH2:20]3)=[N:14][C:13]([NH:21][C:22]3[CH:30]=[C:29]4[C:25]([CH:26]=[N:27][NH:28]4)=[CH:24][CH:23]=3)=[N:12][C:11]=2[NH:10][CH:9]=1)[CH3:7])[CH2:2][CH2:3][CH3:4]

Participants

Conditions

Temperature: 65 °C

Procedure

To a solution of 5-(1-butoxyethyl)-N4-cyclopropyl-N2-(1H-indazol-6-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine (20 mg, 0.036 mmol) in dioxane (2 mL), aq. 1N KOH (1.0 mL, 1.0 mmol) was added. The mixture was stirred at 65° C. for 18 h. After being concentrated in vacuo, the residue was acidified with HOAc (1 mL); it was then purified by HPLC to give the titled compound (3 mg). MS 406.2 (M+H); UV 203.8, 223.8, 243.8, 315.0 nm.

Workup

concentrationAfter being concentrated in vacuo
customit was then purified by HPLC

Sources & evidence

ORD record: ord-d1cdc5cce5c84f5cae0088157b74c6ef
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09139581B2

Reaction notes

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