Diisopropylethylamine → HCID 71112768, compound

HRID 1409770Notes

Reaction equation

[CH:1]1([N:4]([CH:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[C:5]([C:7]2[CH:8]=[N:9][C:10]([N:13]3[CH:17]=[CH:16][N:15]=[C:14]3[CH3:18])=[N:11][CH:12]=2)=[O:6])[CH2:3][CH2:2]1.F[C:26]1[C:31]([F:32])=[CH:30][C:29]([C:33]([F:36])([F:35])[F:34])=[CH:28][N:27]=1.C(N(C(C)C)C(C)C)C>CN1CCCC1=O>[CH:1]1([N:4]([CH:19]2[CH2:24][CH2:23][N:22]([C:26]3[C:31]([F:32])=[CH:30][C:29]([C:33]([F:36])([F:34])[F:35])=[CH:28][N:27]=3)[CH2:21][CH2:20]2)[C:5]([C:7]2[CH:12]=[N:11][C:10]([N:13]3[CH:17]=[CH:16][N:15]=[C:14]3[CH3:18])=[N:9][CH:8]=2)=[O:6])[CH2:3][CH2:2]1

Participants

Conditions

Temperature: 200 °C

Procedure

A mixture of 2-(2-methyl-imidazol-1-yl)-pyrimidine-5-carboxylic acid cyclopropyl-piperidin-4-yl-amide (44 mg), 2,3-difluoro-5-(trifluoromethyl)pyridine (22 mg), and ethyldiisopropylamine (35 μL) in N-methyl-2-pyrrolidinone (1 mL) is heated to 200° C. for 0.5 h in a microwave oven. The reaction mixture is concentrated and the crude product is purified by preparative HPLC (MeOH/H2O/ammonia). LC (method 16): tR=1.29 min; Mass spectrum (ESI+): m/z=490 [M+H]+.

Workup

concentrationThe reaction mixture is concentrated
customthe crude product is purified by preparative HPLC (MeOH/H2O/ammonia)

Sources & evidence

ORD record: ord-3a098f7bb04e4270888896947ecdf559
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08921398B2

Reaction notes

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