3-Hydroxypyridine → HCID 19032857, compound

HRID 266330Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]([CH2:28][O:29]S(C)(=O)=O)[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:18][CH:17]=2)=[O:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1.O[C:35]1[CH:36]=[N:37][CH:38]=[CH:39][CH:40]=1>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]([CH2:28][O:29][C:35]2[CH:36]=[N:37][CH:38]=[CH:39][CH:40]=2)[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:18][CH:17]=2)=[O:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 79713-Hydroxypyridine

HCID 19032738HCID 19032738, compound

Product 1

HCID 19032857HCID 19032857, compound

Procedure

The procedure described in Example 105 was repeated, except that (RS)-2-(4-bromobenzenesulfonylamino)-N-(4-(ethoxycarbonylmethyl)phenyl)-3-methanesulfonyloxypropanamide (307 mg) was reacted with 3-hydroxypyridine to obtain (RS)-2-(4-bromobenzenesulfonylamino)-N-(4-(ethoxycarbonylmethyl)phenyl)-3-(pyridin-3-yloxy)propanamide (90.4 mg).

Sources & evidence

ORD record: ord-c5b94c2de723417dbb6e0bc2ba6ebf5f
Source dataset: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05650428

Reaction notes

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