Diisopropylethylamine → HCID 68560431, compound

HRID 387118Notes

Reaction equation

[C:1]([N:5]1[C:9]([CH2:10][CH2:11][CH3:12])=[CH:8][C:7]([CH2:13][CH2:14][CH:15]=O)=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[CH:21][CH:20]=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]([CH2:10][CH2:11][CH3:12])=[CH:8][C:7]([CH2:13][CH2:14][CH2:15][N:28]2[CH2:27][CH2:26][N:25]([C:22]3[CH:21]=[CH:20][C:19]([O:18][CH3:17])=[CH:24][CH:23]=3)[CH2:30][CH2:29]2)=[N:6]1)([CH3:2])([CH3:3])[CH3:4]

Participants

Reactant 4

HCID 81531Diisopropylethylamine

HCID 2697221-(4-Methoxyphenyl)piperazine

HCID 5049666Sodium triacetoxyborohydride

HCID 86639929HCID 86639929, compound

Product 1

HCID 68560431HCID 68560431, compound

Procedure

70 mg (71%) of target compound was obtained by using a method same as in Example 1 by using 3-(1-tert-butyl-5-propyl-1H-pyrazol-3-yl)propanal (50 mg, 0.225 mmol), 1-(4-methoxyphenyl)piperazine (44 mg, 0.225 mmol), DIPEA (0.060 mL, 0338 mmol) and NaBH(OAc)3 (143 mg, 0.675 mmol).

Workup

custom70 mg (71%) of target compound was obtained

Sources & evidence

ORD record: ord-78fcd78f6c8f49a7b17bf5eecd16a8bc
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08372844B2

Reaction notes

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