Pyridine-4-carbonyl chloride → HCID 59770202, compound

HRID 2218657Notes

Reaction equation

HRID 2218657 reaction equation
[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[CH:16][C:17]3[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:24](Cl)(=[O:31])[C:25]1[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=1>>[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[CH:16][C:17]3[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:31])[C:25]4[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=4)=[CH:19][CH:18]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 417436Pyridine-4-carbonyl chlorideHCID 59769900HCID 59769900, compound

Product 1

HCID 59770202HCID 59770202, compoundYield 17%

Procedure

Following procedures essentially as described in Example 90, 4-(10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenylamine and isonicotinoyl chloride give the title compound in 17% yield as a yellow solid, mp 252.1° C. 1H NMR (DMSO-d6) δ 2.94 (br s, 2H), 3.87 (br s, 2H), 6.82 (s, 1H), 6.90-7.62 (m, 12H), 7.83 (d, 2H), 8.79 (d, 2H), 10.47 (s, 1H); MS (ES) 403 (M+H), 401 (M−H). HPLC shows 93% purity.

Sources & evidence

ORD record
ord-8bb0f7d16c5245ebb973a37f63b6f058
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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