4-Aminopyridine → HCID 22337421, compound

HRID 585727Notes

Reaction equation

HRID 585727 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH:12]1[CH2:21][CH2:20][CH2:19][C:18]2[CH:17]=[C:16]([C:22](O)=[O:23])[CH:15]=[CH:14][C:13]1=2)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)(Cl)=O.[NH2:29][C:30]1[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=1>C(N(CC)CC)C>[CH2:1]([O:8][C:9]([NH:11][CH:12]1[CH2:21][CH2:20][CH2:19][C:18]2[CH:17]=[C:16]([C:22]([NH:29][C:30]3[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=3)=[O:23])[CH:15]=[CH:14][C:13]1=2)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 17274-AminopyridineHCID 24386Thionyl ChlorideHCID 22337460HCID 22337460, compound

Product 1

HCID 22337421HCID 22337421, compoundYield 33.4%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

By a similar reaction operation as in Starting Material Synthetic Example 7 using 5-(benzyloxycarbonylamino)-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid (2.50 g), thionyl chloride (2.75 g), 4-aminopyridine (724 mg) and triethylamine (1.55 g), the objective 5-(benzyloxycarbonylamino)-N-(4-pyridyl)-5,6,7,8-tetrahydronaphthalene-2-carboxamide (1.03 g) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-ba4e4b5592604d9c81bb3f64fced2d6e
Source dataset
uspto-grants-2005_08
Patent number
US06933305B2

Reaction notes

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