Aluminium lithium hydride → HCID 59837511, compound

HRID 273020Notes

Reaction equation

HRID 273020 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][NH:27][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:11]=[CH:12][C:13]([C:16]3([CH2:22][N:24]4[CH2:25][CH2:26][NH:27][CH2:28][CH2:29]4)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)=[CH:14][CH:15]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 68578753HCID 68578753, compound

Product 1

HCID 59837511HCID 59837511, compoundYield 59%

Procedure

The title compound (187 mg, 59%) was prepared using 1-({1-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]cyclohexyl}carbonyl)piperazine and lithium aluminium hydride similarly to the procedure used for example 142. 1H NMR (400 MHz, CDCl3) δ 1.30-1.33 (m, 3H), 1.46-1.54 (m, 4H), 1.78-1.81 (m, 4H), 1.98-2.05 (m, 4H), 2.09-2.12 (m, 6H), 2.23 (s, 2H), 2.53-2.57 (m, 4H), 2.62-2.71 (m, 6H), 4.01 (t, 2H), 6.83 (d, 2H), 7.26 (d, 2H). LRMS APCI+ m/z 386 [MH]+.

Sources & evidence

ORD record
ord-262798e8014043339b2f5bc6bd56a58d
Source dataset
uspto-grants-2008_11
Patent number
US07456164B2

Reaction notes

Loading…