Potassium Carbonate → 6-tert-Butyl-8-fluoro-2-(2-hydroxymethyl-3-{8-[4-(1-methyl-piperidin-4-yl)-phenylamino]-imidazo[1,2-a]pyrazin-6-yl}-phenyl)-2H-phthalazin-1-one

HRID 402944Notes

Reaction equation

HRID 402944 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]2[C:12](=[C:13]([F:15])[CH:14]=1)[C:11](=[O:16])[N:10]([C:17]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]3[N:29]=[C:30]([NH:37][C:38]4[CH:43]=[CH:42][C:41]([CH:44]5[CH2:49][CH2:48][N:47]([CH3:50])[CH2:46][CH2:45]5)=[CH:40][CH:39]=4)[C:31]4[N:32]([CH:34]=[CH:35][N:36]=4)[CH:33]=3)[C:18]=1[CH2:19][O:20]C(=O)C)[N:9]=[CH:8]2)([CH3:4])([CH3:3])[CH3:2].C([O-])([O-])=O.[K+].[K+]>CO>[C:1]([C:5]1[CH:6]=[C:7]2[C:12](=[C:13]([F:15])[CH:14]=1)[C:11](=[O:16])[N:10]([C:17]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]3[N:29]=[C:30]([NH:37][C:38]4[CH:43]=[CH:42][C:41]([CH:44]5[CH2:49][CH2:48][N:47]([CH3:50])[CH2:46][CH2:45]5)=[CH:40][CH:39]=4)[C:31]4[N:32]([CH:34]=[CH:35][N:36]=4)[CH:33]=3)[C:18]=1[CH2:19][OH:20])[N:9]=[CH:8]2)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86686842acetic acid 2-(6-tert-butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-6-{8-[4-(1-methyl-piperidin-4-yl)-phenylamino]-imidazo[1,2-a]pyrazin-6-yl}-benzyl ester

Product 1

HCID 866868436-tert-Butyl-8-fluoro-2-(2-hydroxymethyl-3-{8-[4-(1-methyl-piperidin-4-yl)-phenylamino]-imidazo[1,2-a]pyrazin-6-yl}-phenyl)-2H-phthalazin-1-oneYield 36%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of acetic acid 2-(6-tert-butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-6-{8-[4-(1-methyl-piperidin-4-yl)-phenylamino]-imidazo[1,2-a]pyrazin-6-yl}-benzyl ester (150 mg, 0.22 mmol) and K2CO3 (62 mg, 0.44 mmol) in MeOH (15 mL) was stirred at room temperature for 2 hours. The reaction mixture was filtered. The filter cake was washed by MeOH (5 mL) and dried to afford 50 mg of the desired product as a yellow solid (36% yield).

Workup

  1. filtrationThe reaction mixture was filtered
  2. washThe filter cake was washed by MeOH (5 mL)
  3. customdried

Sources & evidence

ORD record
ord-862b3fc7fac74b0eb681aa0d6f2b4f7a
Source dataset
uspto-grants-2014_06
Patent number
US08742098B2

Reaction notes

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