2-chloro-5-phenylnicotinonitrile → HCID 87550659, compound

HRID 1896023Notes

Reaction equation

HRID 1896023 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]#[C:9][CH:10]=[C:11]2[CH2:16][CH2:15][N:14](C3C=NC=C(C(F)(F)F)C=3)[CH2:13][CH2:12]2)[N:3]=1.Cl[C:28]1[N:35]=[CH:34][C:33]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[CH:32][C:29]=1[C:30]#[N:31]>>[CH3:1][C:2]1[N:3]=[C:4]([C:8]#[C:9][CH:10]=[C:11]2[CH2:12][CH2:13][N:14]([C:28]3[N:35]=[CH:34][C:33]([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)=[CH:32][C:29]=3[C:30]#[N:31])[CH2:15][CH2:16]2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 27640432-chloro-5-phenylnicotinonitrileHCID 25181651HCID 25181651, compound

Product 1

HCID 87550659HCID 87550659, compound

Procedure

Following the procedure reported above for the compound of Example 262 but replacing 5-(trifluoromethyl)pyridine with 2-chloro-5-phenylnicotinonitrile the title product was synthesized. After the reaction work-up, the residue was purified by automated flash liquid chromatography (Horizon™-Biotage) eluting with PE-EtOAc gradient from 9:1 to 4:6, affording the title product (10%).

Sources & evidence

ORD record
ord-bbaa7addc1d44b32811dfa6a2c661ac3
Source dataset
uspto-grants-2013_08
Patent number
US08518916B2

Reaction notes

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