527246
N-(tert-Butoxycarbonyl)-4-bromoaniline
97%
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About This Item
Linear Formula:
BrC6H4NHCO2C(CH3)3
CAS Number:
Molecular Weight:
272.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
InChI
1S/C11H14BrNO2/c1-11(2,3)15-10(14)13-9-6-4-8(12)5-7-9/h4-7H,1-3H3,(H,13,14)
SMILES string
CC(C)(C)OC(=O)Nc1ccc(Br)cc1
InChI key
VLGPDTPSKUUHKR-UHFFFAOYSA-N
assay
97%
mp
103-106 °C (lit.)
functional group
amine, bromo
General description
N-(tert-Butoxycarbonyl)-4-bromoaniline is an N-(tert-butyloxycarbonyl) [N-BOC] protected 4-bromo aniline. Due to the presence of BOC protection, it serves as an ideal substrate for Suzuki coupling reactions. It affords biaryls via reaction with pyridine or 3-benzaldehyde boronic acids.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Coutts IGC, et al.
Tetrahedron Letters, 38, 5563-5563 (1997)
M Lamothe et al.
Journal of medicinal chemistry, 40(22), 3542-3550 (1997-11-14)
The synthesis and binding affinity at cloned h5-HT1D, h5-HT1D, and h5-HT1A receptors of 3-[3-(N,N-dimethylamino)propyl]-4-hydroxy- N-[4-(pyridin-4-yl)phenyl]benzamide (2, GR-55562) and four O-methylated analogs are described. The functional activity of these compounds was determined at the h5-HT1B receptor using a [35S]GTP gamma S
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