Diisopropylethylamine → HCID 89442643, compound

HRID 2284050Notes

Reaction equation

HRID 2284050 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([N:13]2[CH:17]=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[C:20]([C:25]([F:28])([F:27])[F:26])[CH:19]=3)[N:15]=[C:14]2[CH:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(C(C)C)C(C)C)C.[NH2:44][C:45]1[C:50]([C:51]#[N:52])=[C:49](Cl)[N:48]=[CH:47][N:46]=1>C(#N)C>[NH2:44][C:45]1[N:46]=[CH:47][N:48]=[C:49]([N:32]2[CH2:33][CH2:34][CH:29]([C:14]3[N:13]([CH:10]4[CH2:11][CH2:12][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:9]4)[CH:17]=[C:16]([C:18]4[CH:23]=[CH:22][C:21]([F:24])=[C:20]([C:25]([F:27])([F:26])[F:28])[CH:19]=4)[N:15]=3)[CH2:30][CH2:31]2)[C:50]=1[C:51]#[N:52]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 122782624-Amino-6-chloropyrimidine-5-carbonitrileHCID 89443037HCID 89443037, compound

Product 1

HCID 89442643HCID 89442643, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-[4-(4-fluoro-3-trifluoromethyl-phenyl)-2-piperidin-4-yl-imidazol-1-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (109.27 mg; 0.23 mmol; 1.00 eq.) in acetonitrile 2 ml was added ethyl-diisopropyl-amine (0.08 ml; 0.45 mmol; 2.00 eq.) and 4-amino-6-chloro-pyrimidine-5-carbonitrile (35.00 mg; 0.23 mmol; 1.00 eq.), the reaction mixture was stirred at RT for 1 hr, lc-ms showed desired as major product, removed off solvent, got residue, which as title compound directly using for the next step reaction.

Workup

  1. customremoved off solvent
  2. customdirectly using for the next step reaction

Sources & evidence

ORD record
ord-5a6bf04228844842b470625432610b7a
Source dataset
uspto-grants-2015_09
Patent number
US09145392B2

Reaction notes

Loading…