3-Phenylprop-2-enoyl chloride → HCID 68749942, compound

HRID 1912940Notes

Reaction equation

HRID 1912940 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].[C:15](Cl)(=[O:24])[CH:16]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[C:1]([C:5]1[C:6]([NH:14][C:15](=[O:24])/[CH:16]=[CH:17]/[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[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 660233-Phenylprop-2-enoyl chlorideHCID 687554713-Tert-butylpyrazolo[1,5-a]pyrimidin-2-amine

Product 1

HCID 68749942HCID 68749942, compound

Procedure

The product from Example 105B and cinnamoyl 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 1.47 (s, 9H), 6.84 (d, J=14.9 Hz, 1H), 7.02 (dd, J=7.1, 4.1 Hz, 1H), 7.38-7.48 (m, 3H), 7.57-7.64 (m, 3H), 8.51 (dd, J=4.1, 1.7 Hz, 1H), 8.95 (dd, J=7.0, 1.9 Hz, 1H), 9.98 (s, 1H); MS (DCI) m/z 321 (M+H)+; EA calculated for C19H20N4O: C, 71.23; H, 6.29; N, 17.49. Found: C, 70.95; H, 6.06; N, 17.36.

Sources & evidence

ORD record
ord-a7173cfaaa7347dfab67a4a729cd10b6
Source dataset
uspto-grants-2013_12
Patent number
US08609669B2

Reaction notes

Loading…