2-Amino-3,5-dibromobenzoic acid → 6,8-dibromo-2-[4-bromo-1-(3-bromo-2-pyridinyl)-1H-pyrrol-2-yl]-4H-3,1-benzoxazine-4-one

HRID 251994Notes

Reaction equation

HRID 251994 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:14]([OH:16])=O)[N:5]([C:7]2[C:12]([Br:13])=[CH:11][CH:10]=[CH:9][N:8]=2)[CH:6]=1.[NH2:17][C:18]1[C:26]([Br:27])=[CH:25][C:24]([Br:28])=[CH:23][C:19]=1[C:20](O)=[O:21].BrC1C=C(C(O)=O)N(C2C(Cl)=CC=CN=2)C=1.NC1C(C)=CC(Cl)=CC=1C(O)=O>>[Br:28][C:24]1[CH:25]=[C:26]([Br:27])[C:18]2[N:17]=[C:14]([C:4]3[N:5]([C:7]4[C:12]([Br:13])=[CH:11][CH:10]=[CH:9][N:8]=4)[CH:6]=[C:2]([Br:1])[CH:3]=3)[O:16][C:20](=[O:21])[C:19]=2[CH:23]=1

Participants

5

Reactant 4

HCID 2194912-Amino-3,5-dibromobenzoic acidHCID 116440442-Amino-5-chloro-3-methylbenzoic acidHCID 668544874-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrrole-2-carboxylic acidHCID 668555384-bromo-1-(3-bromo-2-pyridinyl)-1H-pyrrole-2-carboxylic acid

Product 1

HCID 668545706,8-dibromo-2-[4-bromo-1-(3-bromo-2-pyridinyl)-1H-pyrrol-2-yl]-4H-3,1-benzoxazine-4-one

Procedure

According to the same manner as that of Reference Preparation Example 71-(5), 4-bromo-1-(3-bromo-2-pyridinyl)-1H-pyrrole-2-carboxylic acid and 2-amino-3,5-dibromobenzoic acid were used in place of 4-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrrole-2-carboxylic acid and 2-amino-5-chloro-3-methylbenzoic acid respectively to obtain 6,8-dibromo-2-[4-bromo-1-(3-bromo-2-pyridinyl)-1H-pyrrol-2-yl]-4H-3,1-benzoxazine-4-one of the formula:

Sources & evidence

ORD record
ord-0a821bebf6c74d44979fd6cb73edccd9
Source dataset
uspto-grants-2011_01
Patent number
US07867949B2

Reaction notes

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