1-Methylpiperazine → HCID 11965496, compound

HRID 2366382Notes

Reaction equation

HRID 2366382 reaction equation
CN1CCNCC1.BrC1OC(C=O)=CC=1.[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([C:23]2[O: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[O: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 6003285-Bromofuran-2-carbaldehydeHCID 47384895-(4-Methyl-1-piperazinyl)-2-furancarboxaldehyde2×

Product 1

HCID 11965496HCID 11965496, compoundYield 30.4%

Procedure

Through the procedure as employed in Production step 1, an amine moiety derived from 1-methylpiperazine (1.03 g) was introduced into 5-bromo-2-furaldehyde (602 mg), to thereby yield 5-(4-methyl-piperazin-1-yl)-furan-2-carbaldehyde (yield: 447 mg, 67%). The produced 5-(4-methyl-piperazin-1-yl)-furan-2-carbaldehyde (388 mg) was condensed with 3,4-dimethoxybenzyl cyanide (355 mg) through Method A (production step 2), to thereby yield the target product (yield: 215 mg, 30%).

Sources & evidence

ORD record
ord-8c325e1f509049049ba5fdab5f522536
Source dataset
uspto-grants-2014_04
Patent number
US08697742B2

Reaction notes

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