Piperidine → HCID 11965251, compound

HRID 2366363Notes

Reaction equation

HRID 2366363 reaction equation
N1CCCCC1.BrC1SC(C=O)=CC=1.[N:15]1([C:21]2[S:25][C:24]([CH:26]=O)=[CH:23][CH:22]=2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.[CH3:28][O:29][C:30]1[CH:31]=[C:32]([CH:36]=[CH:37][C:38]=1[O:39][CH3:40])[CH2:33][C:34]#[N:35]>>[CH3:28][O:29][C:30]1[CH:31]=[C:32](/[C:33](=[CH:26]/[C:24]2[S:25][C:21]([N:15]3[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]3)=[CH:22][CH:23]=2)/[C:34]#[N:35])[CH:36]=[CH:37][C:38]=1[O:39][CH3:40]

Participants

5

Reactant 4

HCID 8082PiperidineHCID 667273,4-DimethoxybenzeneacetonitrileHCID 784285-Bromothiophene-2-carbaldehydeHCID 21133415-(Piperidin-1-yl)thiophene-2-carbaldehyde2×

Product 1

HCID 11965251HCID 11965251, compoundYield 53%

Procedure

Through the procedure as employed in Production step 1, an amine moiety derived from piperidine (1.02 g) was introduced into 5-bromothiophene-2-carboxaldehyde (764 mg), to thereby yield 5-piperidin-1-yl-thiophene-2-carbaldehyde (yield: 500 mg, 64%). The produced 5-piperidin-1-yl-thiophene-2-carbaldehyde (293 mg) was condensed with 3,4-dimethoxybenzyl cyanide (266 mg) through Method A (production step 2), to thereby yield the target product (yield: 279 mg, 53%).

Sources & evidence

ORD record
ord-575d0ade6c9340df8d92b634a981bc7f
Source dataset
uspto-grants-2014_04
Patent number
US08697742B2

Reaction notes

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