2,6-Dichlorophenylacetic acid → N-(3-tert-butylpyrazolo[1,5-a]pyrimidin-2-yl)-2-(2,6-dichlorophenyl)acetamide

HRID 1912980Notes

Reaction equation

HRID 1912980 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].[Cl:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[C:17]=1[CH2:23][C:24](O)=[O:25]>>[C:1]([C:5]1[C:6]([NH:14][C:24](=[O:25])[CH2:23][C:17]2[C:16]([Cl:15])=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:22])=[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 810582,6-Dichlorophenylacetic acidHCID 687554713-Tert-butylpyrazolo[1,5-a]pyrimidin-2-amine

Product 1

HCID 68749167N-(3-tert-butylpyrazolo[1,5-a]pyrimidin-2-yl)-2-(2,6-dichlorophenyl)acetamide

Procedure

The product from Example 105B and 2-(2,6-dichlorophenyl)acetic acid were processed using the method analogous to that described in Example 137 to afford the title compound. 1H NMR (400 MHz, DMSO-d6/Deuterium Oxide) δ ppm 8.89 (d, J=6.4 Hz, 1H), 8.49 (d, J=2.0 Hz, 1H), 7.46-7.52 (m, 2H), 7.35 (dd, J=7.9 Hz, 1H), 7.01 (dd, J=6.6, 3.9 Hz, 1H), 4.05-4.09 (bs, 2H), 1.48 (s, 9H); MS (ESI) m/z 377, 379 (M+H)+.

Sources & evidence

ORD record
ord-210babf91efc45ce81481880b9f9da0e
Source dataset
uspto-grants-2013_12
Patent number
US08609669B2

Reaction notes

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