Diisopropylethylamine → HCID 68559941, compound

HRID 387149Notes

Reaction equation

HRID 387149 reaction equation
[C:1]1([N:7]2[C:11]([CH2:12][CH2:13][CH:14]=O)=[CH:10][C:9]([CH2:16][CH2:17][CH3:18])=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:19][CH:20]1[CH2:25][NH:24][CH2:23][CH2:22][N:21]1[C:26]1[CH:27]=[C:28]([CH3:32])[CH:29]=[CH:30][CH:31]=1.CCN(C(C)C)C(C)C.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[CH3:19][CH:20]1[CH2:25][N:24]([CH2:14][CH2:13][CH2:12][C:11]2[N:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[N:8]=[C:9]([CH2:16][CH2:17][CH3:18])[CH:10]=2)[CH2:23][CH2:22][N:21]1[C:26]1[CH:27]=[C:28]([CH3:32])[CH:29]=[CH:30][CH:31]=1

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 27238042-Methyl-1-(m-tolyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 866399323-(1-phenyl-3-propyl-1H-pyrazol-5-yl)propanal

Product 1

HCID 68559941HCID 68559941, compound

Procedure

132 mg (94%) of target compound was obtained by using a method same as in Example 1 by using 3-(1-phenyl-3-propyl-1H-pyrazol-5-yl)propanal (75 mg, 0.310 mmol), 2-methyl-1-m-tolylpiperazine (59 mg, 0.310 mmol), DIPEA (0.081 mL, 0.465 mmol) and NaBH(OAc)3 (197 mg, 0.930 mmol).

Workup

  1. custom132 mg (94%) of target compound was obtained

Sources & evidence

ORD record
ord-26dc5fa6a64f467d96bf1c2da6a62b6f
Source dataset
uspto-grants-2013_02
Patent number
US08372844B2

Reaction notes

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