3-Methyl-3-phenylbutanoyl chloride → N-(3-tert-butylpyrazolo[1,5-a]pyrimidin-2-yl)-3-methyl-3-phenylbutanamide

HRID 1912928Notes

Reaction equation

HRID 1912928 reaction equation
[C:1]([C:5]1[C:6]([NH2:14])=[N:7][N:8]2[CH:13]=[CH:12][CH:11]=[N:10][C:9]=12)([CH3:4])([CH3:3])[CH3:2].[CH3:15][C:16]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([CH3:21])[CH2:17][C:18](Cl)=[O:19]>>[C:1]([C:5]1[C:6]([NH:14][C:18](=[O:19])[CH2:17][C:16]([CH3:15])([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH3:21])=[N:7][N:8]2[CH:13]=[CH:12][CH:11]=[N:10][C:9]=12)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 128675683-Methyl-3-phenylbutanoyl chlorideHCID 687554713-Tert-butylpyrazolo[1,5-a]pyrimidin-2-amine

Product 1

HCID 68755680N-(3-tert-butylpyrazolo[1,5-a]pyrimidin-2-yl)-3-methyl-3-phenylbutanamide

Procedure

The product from Example 105B and the product from Example 117A 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 1.39 (s, 9H), 1.45 (s, 6H), 2.65 (s, 2H), 6.97 (dd, J=7.1, 4.1 Hz, 1H), 7.15-7.19 (m, 1H), 7.28-7.33 (m, 2H), 7.42-7.44 (m, 2H), 8.46 (dd, J=4.1, 1.7 Hz, 1H), 8.91 (dd, J=7.0, 1.9 Hz, 1H), 9.59 (s, 1H); MS (DCI) m/z 351 (M+H)+.

Sources & evidence

ORD record
ord-bec65a362e404d38ada37ae6436a5175
Source dataset
uspto-grants-2013_12
Patent number
US08609669B2

Reaction notes

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