6-Oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile → (6S)-6,6'-(2-oxopiperazine-1,4-diyl)-di-(5,6,7,8-tetrahydronaphthalene-2-carbonitrile)

HRID 1466132Notes

Reaction equation

HRID 1466132 reaction equation
[O:1]=[C:2]1[CH2:7][NH:6][CH2:5][CH2:4][N:3]1[C@H:8]1[CH2:17][CH2:16][C:15]2[CH:14]=[C:13]([C:18]#[N:19])[CH:12]=[CH:11][C:10]=2[CH2:9]1.O=[C:21]1[CH2:30][CH2:29][C:28]2[CH:27]=[C:26]([C:31]#[N:32])[CH:25]=[CH:24][C:23]=2[CH2:22]1>>[O:1]=[C:2]1[CH2:7][N:6]([CH:21]2[CH2:30][CH2:29][C:28]3[CH:27]=[C:26]([C:31]#[N:32])[CH:25]=[CH:24][C:23]=3[CH2:22]2)[CH2:5][CH2:4][N:3]1[C@H:8]1[CH2:17][CH2:16][C:15]2[CH:14]=[C:13]([C:18]#[N:19])[CH:12]=[CH:11][C:10]=2[CH2:9]1

Participants

3

Reactant 2

HCID 162445046-Oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrileHCID 89524982(6S)-6-(2-Oxopiperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

Product 1

HCID 89533513(6S)-6,6'-(2-oxopiperazine-1,4-diyl)-di-(5,6,7,8-tetrahydronaphthalene-2-carbonitrile)

Procedure

The title compound was prepared from (6S)-6-(2-Oxopiperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile and 6-Oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile following essentially the same procedure as Example 6. The product was purified by mass-directed reverse phase HPLC (AcCN-Water with 0.1% TFA). LC-MS (IE, m/z): 411 [M+1]+.

Workup

  1. customThe product was purified by mass-directed reverse phase HPLC (AcCN-Water with 0.1% TFA)

Sources & evidence

ORD record
ord-bbf5e8df3d9447149a66e7043db9e1b8
Source dataset
uspto-grants-2015_04
Patent number
US08999990B2

Reaction notes

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