Cyclopropylamine → 6-(4-(1-(2-(cyclopropylamino)ethyl)-4-(4-fluoro-3-methylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-5-(1H-pyrazol-4-yl)pyrimidin-4-amine

HRID 2284059Notes

Reaction equation

HRID 2284059 reaction equation
C(OC([N:8]1[CH:12]=[C:11]([C:13]2[C:14]([NH2:45])=[N:15][CH:16]=[N:17][C:18]=2[N:19]2[CH2:24][CH2:23][CH:22]([C:25]3[N:26]([CH2:38][CH2:39]OS(C)(=O)=O)[CH:27]=[C:28]([C:30]4[CH:35]=[CH:34][C:33]([F:36])=[C:32]([CH3:37])[CH:31]=4)[N:29]=3)[CH2:21][CH2:20]2)[CH:10]=[N:9]1)=O)(C)(C)C.[CH:46]1([NH2:49])[CH2:48][CH2:47]1>C1COCC1>[CH:46]1([NH:49][CH2:39][CH2:38][N:26]2[CH:27]=[C:28]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[C:32]([CH3:37])[CH:31]=3)[N:29]=[C:25]2[CH:22]2[CH2:23][CH2:24][N:19]([C:18]3[N:17]=[CH:16][N:15]=[C:14]([NH2:45])[C:13]=3[C:11]3[CH:10]=[N:9][NH:8][CH:12]=3)[CH2:20][CH2:21]2)[CH2:48][CH2:47]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 894426624-(4-Amino-6-{4-[4-(4-fluoro-3-methyl-phenyl)-1-(2-methanesulfonyloxy-ethyl)-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidin-5-yl)-pyrazole-1-carboxylic acid tert-butyl ester

Product 1

HCID 894425456-(4-(1-(2-(cyclopropylamino)ethyl)-4-(4-fluoro-3-methylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-5-(1H-pyrazol-4-yl)pyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

4-(4-Amino-6-{4-[4-(4-fluoro-3-methyl-phenyl)-1-(2-methanesulfonyloxy-ethyl)-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidin-5-yl)-pyrazole-1-carboxylic acid tert-butyl ester (100.00 mg; 0.16 mmol; 1.00 eq.) in seal tube was added THF 2 ml and cyclopropylamine (0.70 ml; 9.81 mmol; 62.84 eq.), stirred at 50° C. for overnight.

Sources & evidence

ORD record
ord-87389f28cab045adaf4d079231f12b2a
Source dataset
uspto-grants-2015_09
Patent number
US09145392B2

Reaction notes

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