4-Aminopyridine → HCID 22337471, compound

HRID 585735Notes

Reaction equation

HRID 585735 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH:12]1[C:21]2[C:16](=[CH:17][C:18]([C:22]([OH:24])=O)=[CH:19][CH:20]=2)[O:15][CH2:14][CH2:13]1)=[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>>[CH2:1]([O:8][C:9]([NH:11][CH:12]1[C:21]2[C:16](=[CH:17][C:18]([C:22]([NH:29][C:30]3[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=3)=[O:24])=[CH:19][CH:20]=2)[O:15][CH2:14][CH2:13]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 17274-AminopyridineHCID 24386Thionyl ChlorideHCID 22337461HCID 22337461, compound

Product 1

HCID 22337471HCID 22337471, compoundYield 118.7%

Procedure

By a similar reaction operation as in Starting Material Synthetic Example 7 using 4-(benzyloxycarbonylamino)chromane-7-carboxylic acid (1.6 g), thionyl chloride (1.2 ml) and 4-aminopyridine (480 mg), the objective 4-(benzyloxycarbonylamino)-N-(4-pyridyl)chromane-7-carboxamide (2.34 g) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-ac8678e78b5347898985aa8a13867daf
Source dataset
uspto-grants-2005_08
Patent number
US06933305B2

Reaction notes

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