Diisopropylethylamine → HCID 68557377, compound

HRID 387095Notes

Reaction equation

HRID 387095 reaction equation
[C:1]([N:5]1[C:9]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[CH:8][C:7]([CH2:15][CH2:16][CH:17]=O)=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[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+]>>[C:1]([N:5]1[C:9]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[CH:8][C:7]([CH2:15][CH2:16][CH2:17][N:24]2[CH2:23][CH2:22][N:21]([C:26]3[CH:27]=[C:28]([CH3:32])[CH:29]=[CH:30][CH:31]=3)[CH:20]([CH3:19])[CH2:25]2)=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 27238042-Methyl-1-(m-tolyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 866399253-(1-tert-butyl-5-(thiophene-2-yl)-1H-pyrazol-3-yl)propanal

Product 1

HCID 68557377HCID 68557377, compound

Procedure

89 mg (99%) of target compound was obtained by using a method same as in Example 1 by using 3-(1-tert-butyl-5-(thiophene-2-yl)-1H-pyrazol-3-yl)propanal (50 mg, 0.191 mmol), 2-methyl-1-m-tolylpiperazine (36 mg, 0.191 mmol), DIPEA (0.050 mL, 0.287 mmol) and NaBH(OAc)3 (121 mg, 0.573 mmol).

Workup

  1. custom89 mg (99%) of target compound was obtained

Sources & evidence

ORD record
ord-658008057aa343bd82d93d2b73b4a9d9
Source dataset
uspto-grants-2013_02
Patent number
US08372844B2

Reaction notes

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