Isonicotinoyl chloride hydrochloride → HCID 86690821, compound

HRID 1465520Notes

Reaction equation

HRID 1465520 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([S:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[CH:5]=[C:4]([CH3:17])[C:3]=1[C:18]1[N:19]=[C:20]([NH2:23])[S:21][CH:22]=1.Cl.[C:25](Cl)(=[O:32])[C:26]1[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=1>CN(C1C=CN=CC=1)C>[Cl:1][C:2]1[CH:7]=[C:6]([S:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[CH:5]=[C:4]([CH3:17])[C:3]=1[C:18]1[N:19]=[C:20]([NH:23][C:25](=[O:32])[C:26]2[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=2)[S:21][CH:22]=1

Participants

4

Reactant 2

HCID 12262826Isonicotinoyl chloride hydrochlorideHCID 86690819HCID 86690819, compound

Product 1

HCID 86690821HCID 86690821, compoundYield 47,315.801%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

Compound 3 was synthesized from the reaction of 3-4 (70 mg, 0.19 mmol) with DMAP (46 mg, 0.38 mmol) and isonicotinoyl chloride hydrochloride (44 mg, 0.25 mmol). The reaction provided compound 3 (42 mg, 89.9 mmol) in 47% yield: 1H NMR (500 MHz, CDCl3) δ 8.82 (d, J=6.0 Hz, 2 H), 7.70 (d, J=6.0 Hz, 2 H), 7.46 (d, J=8.8 Hz, 2 H), 6.96 (d, J=8.8 Hz, 2 H), 6.92 (s, 1 H), 6.86 (s, 1 H), 6.82 (s, 1 H), 3.86 (s, 3 H), 2.01 (s, 3 H); ESI-MS: m/z 466.1 (M−H)−.

Sources & evidence

ORD record
ord-1283dc13136c49be9ccab9e93bde1348
Source dataset
uspto-grants-2015_04
Patent number
US08999983B2

Reaction notes

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