Diisopropylethylamine → HCID 86686159, compound

HRID 1409752Notes

Reaction equation

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

Participants

Conditions

Temperature: 120 °C

Procedure

A mixture of 2-(6-ethoxy-pyridin-3-yl)-pyrimidine-5-carboxylic acid cyclopropyl-piperidin-4-yl-amide trifluoroacetic acid salt (48 mg), ethyldiisopropylamine (52 μL), and 2-chloro-5-ethylpyrimidine (14 mg) in N,N-dimethylformamide (2.0 mL) is stirred at 120° C. for 4 h. After cooling to room temperature, the reaction mixture is purified by HPLC (H2O/MeOH/TFA) to give the title compound. LC (method 3): tR=2.10 min; Mass spectrum (ESI+): m/z=474 [M+H]+.

Workup

temperatureAfter cooling to room temperature
customthe reaction mixture is purified by HPLC (H2O/MeOH/TFA)

Sources & evidence

ORD record: ord-827b34d8d98d423a91609ae75b2590a6
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08921398B2

Reaction notes

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