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527246

Sigma-Aldrich

N-(tert-Butoxycarbonyl)-4-bromoaniline

97%

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About This Item

Linear Formula:
BrC6H4NHCO2C(CH3)3
CAS Number:
Molecular Weight:
272.14
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

mp

103-106 °C (lit.)

functional group

amine
bromo

SMILES string

CC(C)(C)OC(=O)Nc1ccc(Br)cc1

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)

InChI key

VLGPDTPSKUUHKR-UHFFFAOYSA-N

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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