2-Bromobenzoyl chloride → N-(2-acetylamino-indan-5-yl)-2-bromo-benzamide

HRID 1531273Notes

Reaction equation

HRID 1531273 reaction equation
C(OC(=O)NC1CC2C(=CC=C(NC(C3C(C4C=CC(C(F)(F)F)=CC=4)=CC=CC=3)=O)C=2)C1)(C)(C)C.C1(S([NH:46][CH:47]2[CH2:55][C:54]3[C:49](=[CH:50][CH:51]=[C:52]([NH:56][C:57]([C:59]4C(C5C=CC(C(F)(F)F)=CC=5)=CC=CC=4)=[O:58])[CH:53]=3)[CH2:48]2)(=O)=O)C=CC=CC=1.NC1C=C2C(=CC=1)CC(NC(=O)C)C2.[Br:89][C:90]1[CH:98]=[CH:97][CH:96]=[CH:95][C:91]=1[C:92](Cl)=[O:93]>>[C:57]([NH:56][CH:52]1[CH2:53][C:54]2[C:50](=[CH:49][CH:48]=[C:47]([NH:46][C:92](=[O:93])[C:91]3[CH:95]=[CH:96][CH:97]=[CH:98][C:90]=3[Br:89])[CH:55]=2)[CH2:51]1)(=[O:58])[CH3:59]

Participants

5

Reactant 4

HCID 235422-Bromobenzoyl chlorideHCID 98933624''-Trifluoromethyl-biphenyl-2-carboxylic acid (2-benzenesulfonylamino-indan-5-yl)-amideHCID 14820513N-(5-amino-2,3-dihydro-1H-inden-2-yl)acetamideHCID 70184229{5-[(4'-Trifluoromethylbiphenyl-2-carbonyl)-amino]indan-2-yl}-carbamic acid tert-butyl ester

Product 1

HCID 21253364N-(2-acetylamino-indan-5-yl)-2-bromo-benzamide

Procedure

The title compound is prepared as described for {5-[(4′-trifluoromethylbiphenyl-2-carbonyl)-amino]-indan-2-yl}-carbamic acid tert-butyl ester (the title E compound of Example 1) using N-(5-amino-indan-2-yl)-acetamide (the title A compound; 1.05 g, 5.50 mmol) and 2-bromo-benzoyl chloride (the title B compound; 1.21 g, 5.50 mmol) to give the product, mp 216-217° C. MS (ES+), m/z 373 (M+H), 375 (M+H).

Workup

  1. custom1.21 g, 5.50 mmol) to give the product, mp 216-217° C

Sources & evidence

ORD record
ord-14678bccf9ae4227a86ac8b601d05706
Source dataset
uspto-grants-2001_03
Patent number
US06197798B1

Reaction notes

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