Dabco → HCID 72310125, compound

HRID 2386889Notes

Reaction equation

HRID 2386889 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH3:28])[C:10]([C:16]1[CH:17]=[CH:18][C:19]2[O:24][CH2:23][C:22](=[O:25])[N:21]([CH3:26])[C:20]=2[CH:27]=1)([OH:15])[C:11]([F:14])([F:13])[F:12].Cl[C:30]1[N:35]=[C:34]([C:36]([F:39])([F:38])[F:37])[C:33]([C:40]([O:42][CH3:43])=[O:41])=[CH:32][N:31]=1.C1N2CCN(CC2)C1>>[CH3:43][O:42][C:40]([C:33]1[C:34]([C:36]([F:39])([F:37])[F:38])=[N:35][C:30]([O:8][C:6]2[CH:5]=[CH:4][C:3]([CH:9]([CH3:28])[C:10]([OH:15])([C:16]3[CH:17]=[CH:18][C:19]4[O:24][CH2:23][C:22](=[O:25])[N:21]([CH3:26])[C:20]=4[CH:27]=3)[C:11]([F:12])([F:13])[F:14])=[C:2]([Cl:1])[CH:7]=2)=[N:31][CH:32]=1)=[O:41]

Participants

4

Reactant 3

HCID 9237DabcoHCID 3696469Methyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylateHCID 666972396-[(2-chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-4-methyl-4H-benzo[1,4]oxazin-3-one

Product 1

HCID 72310125HCID 72310125, compound

Procedure

In analogy to Example 62, step 1, 6-[2-(2-chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-4-methyl-4H-benzo[1,4]oxazin-3-one (Example 56, step 4) was reacted with methyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate and DABCO (17 h, r.t.) to give the title compound as a white solid. MS (m/e)=620.2 [M+H+].

Sources & evidence

ORD record
ord-affcdaa7249e4db3974cfe02b9c92f32
Source dataset
uspto-grants-2012_09
Patent number
US08268820B2

Reaction notes

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