Aluminium lithium hydride → HCID 59837500, compound

HRID 273017Notes

Reaction equation

HRID 273017 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3([C:22]([N:24]4[CH2:29][CH2:28][CH:27]([OH:30])[CH2:26][CH2:25]4)=O)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)=[CH:12][CH:11]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[N:1]1([CH2:6][CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3([CH2:22][N:24]4[CH2:25][CH2:26][CH:27]([OH:30])[CH2:28][CH2:29]4)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)=[CH:12][CH:11]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 68576312HCID 68576312, compound

Product 1

HCID 59837500HCID 59837500, compoundYield 46%

Procedure

The title compound (90 mg, 46%) was prepared using 1-({1-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]cyclohexyl}carbonyl)piperidin-4-ol and lithium aluminium hydride similarly to the procedure used for example 142. 1H NMR (400 MHz, CDCl3) δ 1.29-1.55 (m, 10H), 1.64-1.69 (m, 2H), 1.77-1.81 (m, 4H), 1.90-2.06 (m, 4H), 2.10-2.13 (m, 2H), 2.23 (s, 2H), 2.26-2.30 (m, 2H), 2.51-2.54 (m, 4H), 2.62 (t, 2H), 3.51 (m, 1H), 4.01 (t, 2H), 6.83 (d, 2H), 7.25 (d, 2H). HRMS ESI+ m/z 401.3154 [MH]+.

Sources & evidence

ORD record
ord-89534c951e3644c585f5ea180e0b43b8
Source dataset
uspto-grants-2008_11
Patent number
US07456164B2

Reaction notes

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