Diisopropylethylamine → HCID 25065662, compound

HRID 883310Notes

Reaction equation

HRID 883310 reaction equation
[C:1]1([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=3)=[CH:10][C:9]([CH2:19][CH2:20][CH:21]=O)=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)=[CH:27][CH:26]=1.CCN(C(C)C)C(C)C.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[CH3:23][O:24][C:25]1[CH:26]=[CH:27][C:28]([N:31]2[CH2:36][CH2:35][N:34]([CH2:21][CH2:20][CH2:19][C:9]3[CH:10]=[C:11]([C:12]4[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=4)[N:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[N:8]=3)[CH2:33][CH2:32]2)=[CH:29][CH:30]=1

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 2697221-(4-Methoxyphenyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 866399183-(1-phenyl-5-p-tolyl-1H-pyrazol-3-yl)propanal

Product 1

HCID 25065662HCID 25065662, compound

Procedure

108 mg (78%) of target compound was obtained by using a method same as in Example 1 by using 3-(1-phenyl-5-p-tolyl-1H-pyrazol-3-yl)propanal (80 mg, 0.276 mmol), 1-(4-methoxyphenyl)piperazine (53 mg, 0.276 mmol), DIPEA (0.072 mL, 0.414 mmol) and NaBH(OAc)3 (175 mg, 0.828 mmol).

Workup

  1. custom108 mg (78%) of target compound was obtained

Sources & evidence

ORD record
ord-86a13e42aa37476f8c11bb57db8d2276
Source dataset
uspto-grants-2012_08
Patent number
US08236806B2

Reaction notes

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