4-Bromo-2-chlorobenzoyl chloride → (RS)-2-(4-Amino-2-chloro-phenyl)-morpholine-4-carboxylic acid tert-butyl ester

HRID 571852Notes

Reaction equation

HRID 571852 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][O:11][CH:10]([C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[C:16](F)[CH:15]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].BrC1C=CC(C([Cl:29])=O)=C(Cl)C=1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][O:11][CH:10]([C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][C:15]=2[Cl:29])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 155922074-Bromo-2-chlorobenzoyl chlorideHCID 68325450Tert-butyl 2-(4-amino-3-fluorophenyl)morpholine-4-carboxylate

Product 1

HCID 68356525(RS)-2-(4-Amino-2-chloro-phenyl)-morpholine-4-carboxylic acid tert-butyl ester

Procedure

In analogy to (RS)-2-(4-Amino-3-fluoro-phenyl)-morpholine-4-carboxylic acid tert-butyl ester (Example 1, steps a-g) using 4-bromo-2-chlorobenzoyl chloride (CAS 21900-55-0) instead of 4-bromo-3-fluorobenzoyl chloride.

Sources & evidence

ORD record
ord-107d212c33244558a8da05d6ef47cad7
Source dataset
uspto-grants-2015_05
Patent number
US09029370B2

Reaction notes

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