Diisopropylethylamine → HCID 68559228, compound

HRID 883285Notes

Reaction equation

HRID 883285 reaction equation
C([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:8][C:7]([CH2:16][CH2:17][CH:18]=O)=[N:6]1)(C)(C)C.[F:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]([C:34]2[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=2)[N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[CH:23][CH:22]=1.CCN([CH:47]([CH3:49])[CH3:48])C(C)C.[BH-](OC(C)=O)(OC(C)=O)O[C:52](C)=O.[Na+]>>[C:47]([N:6]1[C:7]([CH2:16][CH2:17][CH2:18][N:31]2[CH2:30][CH2:29][N:28]([CH:27]([C:24]3[CH:23]=[CH:22][C:21]([F:20])=[CH:26][CH:25]=3)[C:34]3[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=3)[CH2:33][CH2:32]2)=[CH:8][C:9]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[N:5]1)([CH3:49])([CH3:52])[CH3:48]

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 1529321-(Bis(4-fluorophenyl)methyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 866399163-(1-tert-butyl-5-phenyl-1H-pyrazol-3-yl)propanal

Product 1

HCID 68559228HCID 68559228, compound

Procedure

111 mg (63%) of target compound was obtained by using a method same as in Example 1 by using 3-(1-tert-butyl-5-phenyl-1H-pyrazol-3-yl)propanal (80 mg, 0.312 mmol), 1-(bis(4-fluorophenyl)methyl)piperazine (90 mg, 0.312 mmol), DIPEA (82 mL, 0.468 mmol) and NaBH(OAc)3 (198 mg, 0.936 mmol).

Workup

  1. custom111 mg (63%) of target compound was obtained

Sources & evidence

ORD record
ord-5b2ea5ce168d4804aadb103235cc260a
Source dataset
uspto-grants-2012_08
Patent number
US08236806B2

Reaction notes

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