HCID 66729043, compound → (3R)-1-(6-cyano-1-benzothien-3-yl)-3-methylpiperazine

Reaction equation

Br[C:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11]#[N:12])=[CH:10][C:5]=2[S:4][CH:3]=1.C(C1C=C2C(=CC=1)C([N:25]1[CH2:30][CH2:29][NH:28][C@H:27]([CH3:31])[CH2:26]1)=CC=C2)#N>>[C:11]([C:9]1[CH:8]=[CH:7][C:6]2[C:2]([N:25]3[CH2:30][CH2:29][NH:28][C@H:27]([CH3:31])[CH2:26]3)=[CH:3][S:4][C:5]=2[CH:10]=1)#[N:12]

Participants

Reactant 2

HCID 66729043HCID 66729043, compound

HCID 69308435(3R)-1-(6-cyano-1-naphthyl)-3-methylpiperazine

Product 1

HCID 69306552(3R)-1-(6-cyano-1-benzothien-3-yl)-3-methylpiperazine

Procedure

3-Bromo-1-benzothiophene-6-carbonitrile was coupled with (2R)-methylpiperazine, as described above for (3R)-1-(6-cyano-1-naphthyl)-3-methylpiperazine, to yield (3R)-1-(6-cyano-1-benzothien-3-yl)-3-methylpiperazine.

Sources & evidence

ORD record: ord-63715fb4aeb74cbba39ede342aba6b0c
Source dataset: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07335660B2

Reaction notes

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