2-(5,6-Dichloro-3-pyridyloxy)butyric acid → 2-(5,6-dichloro-3-pyridyloxy)-N-(1-tert-butyldimethylsilyloxy-4-methylpent-2-yn-4-yl)butyramide

HRID 1374907Notes

Reaction equation

HRID 1374907 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([O:9][CH:10]([CH2:14][CH3:15])[C:11]([OH:13])=O)[CH:5]=[N:6][C:7]=1[Cl:8].[NH2:16][C:17]([CH3:30])([CH3:29])[C:18]#[C:19][CH2:20][O:21][Si:22]([C:25]([CH3:28])([CH3:27])[CH3:26])([CH3:24])[CH3:23]>>[Cl:1][C:2]1[CH:3]=[C:4]([O:9][CH:10]([CH2:14][CH3:15])[C:11]([NH:16][C:17]([CH3:30])([CH3:29])[C:18]#[C:19][CH2:20][O:21][Si:22]([C:25]([CH3:28])([CH3:27])[CH3:26])([CH3:23])[CH3:24])=[O:13])[CH:5]=[N:6][C:7]=1[Cl:8]

Participants

3

Reactant 2

HCID 210783652-(5,6-Dichloro-3-pyridyloxy)butyric acidHCID 219231344-Amino-1-tert-butyldimethylsilyloxy-4-methylpent-2-yne

Product 1

HCID 877880312-(5,6-dichloro-3-pyridyloxy)-N-(1-tert-butyldimethylsilyloxy-4-methylpent-2-yn-4-yl)butyramide

Procedure

In a similar procedure to that described in Example 11 Stage 3, the product from Step 2 was reacted with 4-amino-1-tert-butyldimethylsilyloxy-4-methylpent-2-yne to give 2-(5,6-dichloro-3-pyridyloxy)-N-(1-tert-butyldimethylsilyloxy-4methylpent-2-yn-4-yl)butyramide as a yellow oil.

Sources & evidence

ORD record
ord-04e3547de96f495dbd2db5e1f2e78565
Source dataset
uspto-grants-2007_01
Patent number
US07166621B2

Reaction notes

Loading…