Diisobutylaluminumhydride → HCID 67030545, compound

HRID 1465506Notes

Reaction equation

C[O:2][C:3](=O)[CH2:4][CH2:5][C:6]1[S:10][CH:9]=[C:8]([CH2:11][CH2:12][C:13]2[N:18]=[CH:17][C:16]([N:19]3[CH2:24][CH2:23][N:22]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:21][CH2:20]3)=[CH:15][CH:14]=2)[CH:7]=1.[H-].C([Al+]CC(C)C)C(C)C>>[OH:2][CH2:3][CH2:4][CH2:5][C:6]1[S:10][CH:9]=[C:8]([CH2:11][CH2:12][C:13]2[N:18]=[CH:17][C:16]([N:19]3[CH2:24][CH2:23][N:22]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:21][CH2:20]3)=[CH:15][CH:14]=2)[CH:7]=1

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 67030331HCID 67030331, compound

Product 1

HCID 67030545HCID 67030545, compoundYield 80.2%

Procedure

By a method similar to Production Example 113, step 5, tert-butyl 4-(6-{2-[5-(3-methoxy-3-oxopropyl)thiophen-3-yl]ethyl}pyridin-3-yl)piperazine-1-carboxylate (840.0 mg, 1.828 mg) was reduced with diisobutylaluminum hydride to give tert-butyl 4-(6-{2-[5-(3-hydroxypropyl)thiophen-3-yl]ethyl}pyridin-3-yl)piperazine-1-carboxylate (632.3 mg, yield 80.1%) as a white solid.

Sources & evidence

ORD record: ord-fb7987bcc0b74113807299091b47f5d3
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08999989B2

Reaction notes

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