2-(Piperazin-1-yl)pyridine-3-carbonitrile → HCID 11203617, compound

HRID 1663139Notes

Reaction equation

HRID 1663139 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][NH:8][C:9]2[CH:28]=[CH:27][CH:26]=[CH:25][C:10]=2[C:11]([NH:13][O:14][CH2:15][C:16]2[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=2)[C:19]([OH:21])=O)=[O:12])=[CH:3][CH:2]=1.[N:29]1([C:35]2[N:42]=[CH:41][CH:40]=[CH:39][C:36]=2[C:37]#[N:38])[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1>>[C:37]([C:36]1[C:35]([N:29]2[CH2:30][CH2:31][N:32]([C:19]([C:18]3[CH:17]=[C:16]([CH:24]=[CH:23][CH:22]=3)[CH2:15][O:14][NH:13][C:11](=[O:12])[C:10]3[CH:25]=[CH:26][CH:27]=[CH:28][C:9]=3[NH:8][CH2:7][C:4]3[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=3)=[O:21])[CH2:33][CH2:34]2)=[N:42][CH:41]=[CH:40][CH:39]=1)#[N:38]

Participants

3

Reactant 2

HCID 27372032-(Piperazin-1-yl)pyridine-3-carbonitrileHCID 58989917HCID 58989917, compound

Product 1

HCID 11203617HCID 11203617, compound

Procedure

Prepared by a similar procedure as described for preparation of example 405. Starting materials: 3-{2-[(Pyridin-4-ylmethyl)-amino]-benzoylaminooxymethyl}-benzoic acid (see example 403) and 2(1-piperazinyl)-nicotinonitrile (Emka-chemie). 1H-NMR (DMSO-d6) δ 11.5 (bs, 1H), 8.48 (m, 2H), 8.43 (dd, 1H), 8.10 (dd, 1H), 7.89 (bt, 1H), 7.60-7.53 (m, 2H), 7.50 (t, 1H), 7.44 (dt, 1H), 7.38 (dd, 1H), 7.30 (m, 2H), 7.16 (m, 1H), 6.97 (dd, 1H), 6.54 (m, 1H), 6.49 (bd, 1H), 5.00 (s, 2H), 4.46 (d, 2H), 4.00-3.36 (m, 8H).

Workup

  1. customPrepared by a similar procedure
  2. customas described for preparation of example 405

Sources & evidence

ORD record
ord-14beda4893404352b93e57cc3d1c9097
Source dataset
uspto-grants-2011_10
Patent number
US08034811B2

Reaction notes

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