4'-((tert-Butoxycarbonyl)amino)-[1,1'-biphenyl]-2-carboxylic acid → 1-(4-[4-(tert-Butoxycarbonylamino)phenyl]benzoyl]-4-[(6-chloronaphthalen-2-yl)sulfonyl]piperazine

HRID 1060998Notes

Reaction equation

HRID 1060998 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12](C2C=CC=CC=2C(O)=O)=[CH:11][CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].F[C:25](F)(F)[C:26]([OH:28])=O.[Cl:31][C:32]1[CH:33]=[C:34]2[C:39](=[CH:40][CH:41]=1)[CH:38]=[C:37]([S:42]([N:45]1[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]1)(=[O:44])=[O:43])[CH:36]=[CH:35]2>>[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:9]2[CH:14]=[CH:13][C:25]([C:26]([N:48]3[CH2:47][CH2:46][N:45]([S:42]([C:37]4[CH:36]=[CH:35][C:34]5[C:39](=[CH:40][CH:41]=[C:32]([Cl:31])[CH:33]=5)[CH:38]=4)(=[O:43])=[O:44])[CH2:50][CH2:49]3)=[O:28])=[CH:11][CH:10]=2)=[CH:11][CH:10]=1)=[O:7])([CH3:2])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 177965724'-((tert-Butoxycarbonyl)amino)-[1,1'-biphenyl]-2-carboxylic acidHCID 22710058HCID 22710058, compound

Product 1

HCID 227110481-(4-[4-(tert-Butoxycarbonylamino)phenyl]benzoyl]-4-[(6-chloronaphthalen-2-yl)sulfonyl]piperazineYield 208.9%

Procedure

In a similar manner to Referential Example 12 except for the use of 4-[4-(tert-butoxycarbonylamino)phenylbenzoic acid (150 mg) and 1-[(6-chloronaphthalen-2-yl)sulfonyl]piperazine trifluoroacetate (203 mg) as the raw materials, the reaction was conducted, whereby the title compound (303 mg, 100%) was obtained.

Sources & evidence

ORD record
ord-03d80faa40264ec9a3a89034db7e2c74
Source dataset
uspto-grants-2003_02
Patent number
US06525042B1

Reaction notes

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