4-Bromobenzoyl chloride → Methyl 2-(4-bromophenyl)-5-cyano-1,3-benzoxazole-7-carboxylate

HRID 2093644Notes

Reaction equation

HRID 2093644 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[NH2:11][C:12]1[C:13](O)=[C:14]([CH:19]=[C:20]([C:22]#[N:23])[CH:21]=1)[C:15]([O:17][CH3:18])=[O:16].BrC1C2OC(C3C=CC(C([O-])=O)=CC=3)=NC=2C=C(C#N)C=1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2[O:7][C:13]3[C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:19][C:20]([C:22]#[N:23])=[CH:21][C:12]=3[N:11]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 685154-Bromobenzoyl chlorideHCID 68724812Methyl 3-amino-5-cyano-2-hydroxybenzoate2×HCID 86643502HCID 86643502, compound

Product 1

HCID 68789129Methyl 2-(4-bromophenyl)-5-cyano-1,3-benzoxazole-7-carboxylate

Procedure

The title compound was prepared from 4-bromobenzoyl chloride and methyl 3-amino-5-cyano-2-hydroxybenzoate (INTERMEDIATE 26) by a procedure analogous to that described in INTERMEDIATE 1, Step C. Mass spectrum (ESI) 358.9 (M+3).

Sources & evidence

ORD record
ord-52cd078c1beb4f54a57d416da24bea7e
Source dataset
uspto-grants-2013_05
Patent number
US08445480B2

Reaction notes

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