Bromoacetonitrile → 2-[4-(Pyrimidin-2-yl)piperazin-1-yl]acetonitrile

Reaction equation

[N:1]1([C:7]2[N:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Br[CH2:14][C:15]#[N:16]>>[N:12]1[CH:11]=[CH:10][CH:9]=[N:8][C:7]=1[N:1]1[CH2:6][CH2:5][N:4]([CH2:14][C:15]#[N:16])[CH2:3][CH2:2]1

Participants

Reactant 2

HCID 11534Bromoacetonitrile

HCID 887471-(2-Pyrimidinyl)piperazine

Product 1

HCID 226889032-[4-(Pyrimidin-2-yl)piperazin-1-yl]acetonitrile

Procedure

The title compound is synthesized by coupling of 2-piperazin-1-yl-pyrimidine and bromoacetonitrile analogously to the preparation of Intermediate 149.2 as a white solid; ES-MS: M+=204.2: 1HNMR(DMSO-d6) 8.35 (d, 2H), 6.60 (t, 1H), 3.80-3.70 (m, 6H), 2.45-2.40 (m, 4H).

Sources & evidence

ORD record: ord-79ff00bd2eff466fb0d0eec33d936495
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08053457B2

Reaction notes

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