Cyclohexylpropionyl chloride → N-(3-tert-butyl-6-methylpyrazolo[1,5-a]pyrimidin-2-yl)-3-cyclohexylpropanamide

HRID 1912974Notes

Reaction equation

[C:1]([C:5]1[C:6]([NH2:15])=[N:7][N:8]2[CH:13]=[C:12]([CH3:14])[CH:11]=[N:10][C:9]=12)([CH3:4])([CH3:3])[CH3:2].[CH:16]1([CH2:22][CH2:23][C:24](Cl)=[O:25])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>>[C:1]([C:5]1[C:6]([NH:15][C:24](=[O:25])[CH2:23][CH2:22][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[N:7][N:8]2[CH:13]=[C:12]([CH3:14])[CH:11]=[N:10][C:9]=12)([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 2734098Cyclohexylpropionyl chloride

HCID 68751373HCID 68751373, compound

Product 1

HCID 68750457N-(3-tert-butyl-6-methylpyrazolo[1,5-a]pyrimidin-2-yl)-3-cyclohexylpropanamide

Procedure

The product from Example 178A and 3-cyclohexylpropionyl chloride were processed using the method analogous to that described in Example 105C to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.81-0.93 (m, 2H), 1.09-1.28 (m, 4H), 1.43-1.51 (m, 11H), 1.58-1.73 (m, 5H), 2.24-2.33 (m, 5H), 8.38 (d, J=2.0 Hz, 1H), 8.74 (s, 1H), 9.60 (br s, 1H); MS (DCI) m/z 343 (M+H)+.

Sources & evidence

ORD record: ord-a20eafbe0c2f449f962164451ac10635
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08609669B2

Reaction notes

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