Water → HCID 44467240, compound

HRID 2281536Notes

Reaction equation

HRID 2281536 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]3[N:22]=[C:21]([N:23]4[CH2:28][CH2:27][CH:26]([CH2:29][NH2:30])[CH2:25][CH2:24]4)[C:20]([C:31]([NH2:33])=[O:32])=[CH:19][N:18]=3)=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[C-:34]#[N:35].[K+].[OH2:37]>CC#N>[C:1]([N:4]1[CH2:5][CH2:6][N:7]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]3[N:22]=[C:21]([N:23]4[CH2:24][CH2:25][CH:26]([CH2:29][NH:30][C:34]([NH2:35])=[O:37])[CH2:27][CH2:28]4)[C:20]([C:31]([NH2:33])=[O:32])=[CH:19][N:18]=3)=[CH:12][CH:11]=2)[CH2:8][CH2:9]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 9032Potassium CyanideHCID 44467389HCID 44467389, compound

Product 1

HCID 44467240HCID 44467240, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

To a suspension of 2-(4-(4-acetylpiperazin-1-yl)phenylamino)-4-(4-(aminomethyl)piperidin-1-yl)pyrimidine-5-carboxamide (8 mg, 0.018 mmol) in CH3CN (1 mL), a solution of KCN (18 mg, 0.22 mmol) in H2O (1 mL) was added. The mixture was stirred at 70° C. for 20 h. It was then purified by HPLC to give the titled compound (6 mg). MS 496.5 (M+H); UV 200.8, 271.8 nm.

Workup

  1. customIt was then purified by HPLC

Sources & evidence

ORD record
ord-4c2a330df8a44192808f6ad7edb43d61
Source dataset
uspto-grants-2015_09
Patent number
US09139581B2

Reaction notes

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