p-Toluenesulfonic acid monohydrate → 7-Bromo-5-methoxy-2-(4-methoxy-3-(trifluoromethyl)phenyl]-1,3-benzoxazole

HRID 1007364Notes

Reaction equation

HRID 1007364 reaction equation
[CH3:1][O:2][C:3]1[CH:35]=[CH:34][C:6]([C:7]([O:9][C:10]2[C:15]([NH:16]C(=O)C3C=CC(OC)=C(C(F)(F)F)C=3)=[CH:14][C:13]([O:31][CH3:32])=[CH:12][C:11]=2[Br:33])=O)=[CH:5][C:4]=1[C:36]([F:39])([F:38])[F:37].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[Br:33][C:11]1[C:10]2[O:9][C:7]([C:6]3[CH:34]=[CH:35][C:3]([O:2][CH3:1])=[C:4]([C:36]([F:37])([F:39])[F:38])[CH:5]=3)=[N:16][C:15]=2[CH:14]=[C:13]([O:31][CH3:32])[CH:12]=1

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 226691622-Bromo-4-methoxy-6-{[4-methoxy-3-(trifluoromethyl)benzoyl]amino}phenyl 4-methoxy-3-(trifluoromethyl)benzoate

Product 1

HCID 219073737-Bromo-5-methoxy-2-(4-methoxy-3-(trifluoromethyl)phenyl]-1,3-benzoxazole

Procedure

The title compound was prepared in substantially the same manner as described in Example 20, Step d (Route a), from 2-bromo-4-methoxy-6-{[4-methoxy-3-(trifluoromethyl)benzoyl]amino}phenyl 4-methoxy-3-(trifluoromethyl)benzoate and p-toluenesulfonic acid monohydrate. The product was obtained as an off-white solid, m.p. 183-185° C.; MS m/e 402 (M+H)+.

Workup

  1. customThe product was obtained as an off-white solid, m.p. 183-185° C.

Sources & evidence

ORD record
ord-41f994219acb4e0dab28cd139feef3ab
Source dataset
uspto-grants-2004_09
Patent number
US06794403B2

Reaction notes

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