4-Acetamidophenylboronic acid → HCID 24962798, compound

HRID 1187266Notes

Reaction equation

HRID 1187266 reaction equation
[NH2:1][C:2]1[N:11]=[C:10]([O:12][CH2:13][CH:14]2[CH2:16][CH2:15]2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7](Br)[CH:8]=2)[N:3]=1.[C:18]([NH:21][C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1)(=[O:20])[CH3:19].FC1C=CC(C2C=C3C(=CC=2)N=CN=C3O)=CC=1>>[NH2:1][C:2]1[N:11]=[C:10]([O:12][CH2:13][CH:14]2[CH2:16][CH2:15]2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:25]3[CH:26]=[CH:27][C:22]([NH:21][C:18](=[O:20])[CH3:19])=[CH:23][CH:24]=3)[CH:8]=2)[N:3]=1

Participants

4

Reactant 3

HCID 27346574-Acetamidophenylboronic acidHCID 59359765HCID 59359765, compoundHCID 178517960HCID 178517960, compound

Product 1

HCID 24962798HCID 24962798, compoundYield 86%

Procedure

This compound, synthesized from 2-amino-6-bromo-4-(cyclopropyl-methoxy)-quinazoline and 4-acetamido-phenylboronic acid in 86% yield using the procedure described for the synthesis of 6-(4-fluorophenyl)-4-hydroxy-quinazoline, was characterized by its mass spectrum as follows: MS (m/z): 349 ([M+H]+, 100).

Sources & evidence

ORD record
ord-09f58dbec2ef47aabc71f1495eb9a5fd
Source dataset
uspto-grants-2014_03
Patent number
US08673929B2

Reaction notes

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