1-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-(1,2,3,4-tetrahydroisoquinolin-2-yl)-1-propanone hydrochloride → 1-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-[4-(3-chloro-2-methylphenyl)-1-piperazinyl]-1-trans-propene hydrochloride

HRID 1458981Notes

Reaction equation

HRID 1458981 reaction equation
Cl.[CH3:2][C:3]1[N:7]([C:8]2[N:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[N:6]=[CH:5][C:4]=1[C:14](=O)[CH2:15][CH2:16][N:17]1[CH2:26][CH2:25]C2[C:19](=CC=CC=2)[CH2:18]1.Cl.CC1N(C2N=CC=CN=2)[N:33]=CC=1/C=C/CN1CCC2C(=CC=CC=2)C1.Cl.[Cl:55][C:56]1[C:61]([CH3:62])=[CH:60][CH:59]=[CH:58][C:57]=1N1CCNCC1>>[ClH:55].[CH3:2][C:3]1[N:7]([C:8]2[N:9]=[CH:10][CH:11]=[CH:12][N:13]=2)[N:6]=[CH:5][C:4]=1/[CH:14]=[CH:15]/[CH2:16][N:17]1[CH2:18][CH2:19][N:33]([C:60]2[CH:59]=[CH:58][CH:57]=[C:56]([Cl:55])[C:61]=2[CH3:62])[CH2:25][CH2:26]1

Participants

4

Reactant 3

HCID 220973011-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-(1,2,3,4-tetrahydroisoquinolin-2-yl)-1-propanone hydrochlorideHCID 220973051-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-(1,2,3,4-tetrahydroisoquinolin-2-yl)-1-trans-propene hydrochlorideHCID 220973071-(2-Chloro-3-methylphenyl)piperazine hydrochloride

Product 1

HCID 220972881-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-[4-(3-chloro-2-methylphenyl)-1-piperazinyl]-1-trans-propene hydrochloride

Procedure

The procedures of Example 6 (1) and (2) were repeated but substituting the 1,2,3,4-tetrahydroisoquinoline hydrochloride employed in Example 6 (1) by 680 mg of 1-(2-chloro-3-methylphenyl)piperazine hydrochloride. After the completion of the post treatment, 93 mg of the title compound was obtained.

Sources & evidence

ORD record
ord-297b725949fc46828f4158e9f61253de
Source dataset
uspto-grants-1998_12
Patent number
US05852019

Reaction notes

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