3-bromo-4-chloro-N-(2-hydroxy-phenyl)-N-methyl-benzamide → 4-{2-[(3-Bromo-4-chloro-benzoyl)-methyl-amino]-phenoxy}-butyric acid tert-butyl ester

HRID 448923Notes

Reaction equation

HRID 448923 reaction equation
[C:1]([O:5][C:6](=[O:29])[CH2:7][CH2:8][CH2:9]OC1C=CC=CC=1NCC(=O)C1C=CC(Cl)=C(Br)C=1)([CH3:4])([CH3:3])[CH3:2].[Br:30][C:31]1[CH:32]=[C:33]([CH:45]=[CH:46][C:47]=1[Cl:48])[C:34]([N:36]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=1[OH:44])[CH3:37])=[O:35]>>[C:1]([O:5][C:6](=[O:29])[CH2:7][CH2:8][CH2:9][O:44][C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=1[N:36]([C:34](=[O:35])[C:33]1[CH:45]=[CH:46][C:47]([Cl:48])=[C:31]([Br:30])[CH:32]=1)[CH3:37])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 686031173-bromo-4-chloro-N-(2-hydroxy-phenyl)-N-methyl-benzamideHCID 687487364-{2-[(3-Bromo-4-chloro-benzoyl)methyl-amino]-phenoxy}-butyric acid tert-butyl ester

Product 1

HCID 686039674-{2-[(3-Bromo-4-chloro-benzoyl)-methyl-amino]-phenoxy}-butyric acid tert-butyl ester

Procedure

4-{2-[(3-Bromo-4-chloro-benzoyl)methyl-amino]-phenoxy}-butyric acid tert-butyl ester (6.24 g) was similarly prepared according to Step 3C as a light yellow solid from 3-bromo-4-chloro-N-(2-hydroxy-phenyl)-N-methyl-benzamide (7.9 g, 23.2 mmol). MS [M-tert-but]+: 426.0/428.0; tR=2.69 min. (method 1)

Sources & evidence

ORD record
ord-770e86e73b2f42329d4b933f0ca3db43
Source dataset
uspto-grants-2013_07
Patent number
US08481738B2

Reaction notes

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