1-Methylpiperazine → HCID 67226785, compound

HRID 2366367Notes

Reaction equation

HRID 2366367 reaction equation
CN1CCNCC1.BrC1SC(C=O)=CC=1.[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([C:23]2[S:27][C:26]([CH:28]=O)=[CH:25][CH:24]=2)[CH2:19][CH2:18]1.[CH3:30][O:31][C:32]1[CH:33]=[C:34]([CH:38]=[CH:39][C:40]=1[O:41][CH3:42])[CH2:35][C:36]#[N:37]>>[CH3:30][O:31][C:32]1[CH:33]=[C:34](/[C:35](=[CH:28]/[C:26]2[S:27][C:23]([N:20]3[CH2:19][CH2:18][N:17]([CH3:16])[CH2:22][CH2:21]3)=[CH:24][CH:25]=2)/[C:36]#[N:37])[CH:38]=[CH:39][C:40]=1[O:41][CH3:42]

Participants

5

Reactant 4

HCID 531671-MethylpiperazineHCID 667273,4-DimethoxybenzeneacetonitrileHCID 784285-Bromothiophene-2-carbaldehydeHCID 60694908HCID 60694908, compound2×

Product 1

HCID 67226785HCID 67226785, compoundYield 67%

Procedure

Through the procedure as employed in Production step 1, an amine moiety derived from 1-methylpiperazine (6.01 g) was introduced into 5-bromothiophene-2-carboxaldehyde (3.82 g), to thereby yield 5-(4-methyl-piperazin-1-yl)-thiophene-2-carbaldehyde (yield: 3.71 g, 88%). The produced 5-(4-methyl-piperazin-1-yl)-thiophene-2-carbaldehyde (2.10 g) was condensed with 3,4-dimethoxybenzyl cyanide (1.77 g) through Method A (production step 2), to thereby yield the target product (yield: 2.47 g, 67%).

Sources & evidence

ORD record
ord-b20e2908dbef4165bcc587243f552873
Source dataset
uspto-grants-2014_04
Patent number
US08697742B2

Reaction notes

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