tert-Butyl 3-(hydroxymethyl)azetidine-1-carboxylate → HCID 68981457, compound

HRID 1434866Notes

Reaction equation

HRID 1434866 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:11][CH:10]([CH2:12][OH:13])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([NH:21][C:22]([C:24]2[C:29]([NH:30][C:31](=[O:41])[C:32]3[CH:37]=[CH:36][C:35]([S:38][CH3:39])=[CH:34][C:33]=3O)=[CH:28][CH:27]=[CH:26][N:25]=2)=[O:23])=[N:19][CH:20]=1>>[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([NH:21][C:22]([C:24]2[C:29]([NH:30][C:31](=[O:41])[C:32]3[CH:33]=[CH:34][C:35]([S:38][CH3:39])=[CH:36][C:37]=3[O:13][CH2:12][CH:10]3[CH2:11][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9]3)=[CH:28][CH:27]=[CH:26][N:25]=2)=[O:23])=[N:19][CH:20]=1

Participants

3

Reactant 2

HCID 10583745tert-Butyl 3-(hydroxymethyl)azetidine-1-carboxylateHCID 57936562HCID 57936562, compound

Product 1

HCID 68981457HCID 68981457, compoundYield 78%

Procedure

Using a procedure analogous to Example 38-D, 1-t-butoxycarbonyl-3-hydroxymethylazetidine and N-(5-chloro-pyridin-2-yl)-3-[2-hydroxy-4-(methylthio)benzoylamino]-pyridine-2-carboxamide gave the title compound as a white solid (1.1 g, 78%).

Sources & evidence

ORD record
ord-bca0435af8ab4be29f003c0fdb004244
Source dataset
uspto-grants-2009_11
Patent number
US07615568B2

Reaction notes

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