Dabco → HCID 66697312, compound

HRID 2096894Notes

Reaction equation

HRID 2096894 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:29][C:30]1[C:31](Cl)=[N:32][CH:33]=[C:34]([CH:39]=1)[C:35]([O:37][CH3:38])=[O:36].C1N2CCN(CC2)C1>>[CH3:38][O:37][C:35](=[O:36])[C:34]1[CH:39]=[C:30]([Cl:29])[C:31]([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:32][CH:33]=1

Participants

4

Reactant 3

HCID 9237DabcoHCID 2782166Methyl 5,6-DichloronicotinateHCID 666972396-[(2-chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-4-methyl-4H-benzo[1,4]oxazin-3-one

Product 1

HCID 66697312HCID 66697312, 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 5,6-dichloronicotinate and DABCO (17 h, r.t.) to give the title compound as a white solid. MS (m/e)=585.0 [M+H+]

Sources & evidence

ORD record
ord-6574f23c3ecd4acda27abc6a51f466de
Source dataset
uspto-grants-2013_05
Patent number
US08450313B2

Reaction notes

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