Potassium Hydroxide → N2-((1H-Indol-6-yl)methyl)-N4-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

HRID 475181Notes

Reaction equation

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

Participants

Conditions

Temperature: 100 °C

Procedure

To a solution of 38 (130 mg, 0.25 mmol) in MeOH (2 mL) was added a 2.0 N solution of KOH in water (2 mL). The mixture was stirred at 100° C. for 18 h. The solvent was evaporated under reduced pressure and the residue was purified by preparative HPLC to afford 20 mg (22%) of I-35 as white solid.

Workup

customThe solvent was evaporated under reduced pressure
customthe residue was purified by preparative HPLC
customto afford 20 mg (22%) of I-35 as white solid

Sources & evidence

ORD record: ord-7e67cd641614436c9ab335f0eedd38c7
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08637537B2

Reaction notes

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