Diisopropylethylamine → HCID 25066090, compound

HRID 387037Notes

Reaction equation

HRID 387037 reaction equation
[C:1]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=[CH:8][C:7]([CH2:18][CH2:19][CH:20]=O)=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[CH3:22][CH:23]1[CH2:28][NH:27][CH2:26][CH2:25][N:24]1[C:29]1[CH:30]=[C:31]([CH3:35])[CH:32]=[CH:33][CH:34]=1.CCN(C(C)C)C(C)C.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[C:1]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=[CH:8][C:7]([CH2:18][CH2:19][CH2:20][N:27]2[CH2:26][CH2:25][N:24]([C:29]3[CH:30]=[C:31]([CH3:35])[CH:32]=[CH:33][CH:34]=3)[CH:23]([CH3:22])[CH2:28]2)=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 27238042-Methyl-1-(m-tolyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 866399193-(1-tert-butyl-5-(4-methoxyphenyl)-1H-pyrazol-3-yl)propanal

Product 1

HCID 25066090HCID 25066090, compound

Procedure

136 mg (92%) of target compound was obtained by using a method same as in Example 1 by using 3-(1-tert-butyl-5-(4-methoxyphenyl)-1H-pyrazol-3-yl)propanal (85 mg, 0.297 mmol), 2-methyl-1-m-tolylpiperazine (57 mg, 0.297 mmol), DIPEA (0.078 mL, 0.446 mmol) and NaBH(OAc)3 (189 mg, 0.891 mmol).

Workup

  1. custom136 mg (92%) of target compound was obtained

Sources & evidence

ORD record
ord-5459e1a0ad464ae39250332a1560fac2
Source dataset
uspto-grants-2013_02
Patent number
US08372844B2

Reaction notes

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