Diisopropylethylamine → HCID 25064851, compound

HRID 387100Notes

Reaction equation

HRID 387100 reaction equation
[C:1]1([N:7]2[C:11]([C:12]3[S:13][CH:14]=[CH:15][CH:16]=3)=[CH:10][C:9]([CH2:17][CH2:18][CH:19]=O)=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[CH:24][CH:23]=1.CCN(C(C)C)C(C)C.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([N:28]2[CH2:33][CH2:32][N:31]([CH2:19][CH2:18][CH2:17][C:9]3[CH:10]=[C:11]([C:12]4[S:13][CH:14]=[CH:15][CH:16]=4)[N:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[N:8]=3)[CH2:30][CH2:29]2)=[CH:26][CH:27]=1

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 974781-(4-Chlorophenyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 86639926HCID 86639926, compound

Product 1

HCID 25064851HCID 25064851, compound

Procedure

55 mg (78%) of target compound was obtained by using a method same as in Example 1 by using 3-(1-phenyl-5-(thiophene-2-yl)-1H-pyrazol-3-yl)-propanal (40 mg, 0.142 mmol), 1-(4-chlorophenyl)piperazine (38 mg, 0.142 mmol), DIPEA (0.040 mL, 0.213 mmol) and NaBH(OAc)3 (90 mg, 0.573 mmol).

Workup

  1. custom55 mg (78%) of target compound was obtained

Sources & evidence

ORD record
ord-e5bf3cba29074cefb81c7aaa9887b654
Source dataset
uspto-grants-2013_02
Patent number
US08372844B2

Reaction notes

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