(1,1'-Biphenyl)-4-sulphonyl chloride → N-[4-({5-[(1,1'-Biphenyl-4-ylsulfonyl)amino]-1H-indol-1-yl}methyl)benzoyl]-L-phenylalanine

HRID 2245518Notes

Reaction equation

HRID 2245518 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[CH:33]=[CH:32][C:15]([C:16]([NH:18][C@H:19]([C:27]([O:29]CC)=[O:28])[CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:17])=[CH:14][CH:13]=1)[CH:6]=[CH:5]2.[C:34]1([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[CH:39]=[CH:38][C:37]([S:40](Cl)(=[O:42])=[O:41])=[CH:36][CH:35]=1>>[C:34]1([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[CH:39]=[CH:38][C:37]([S:40]([NH:1][C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[N:7]([CH2:11][C:12]2[CH:33]=[CH:32][C:15]([C:16]([NH:18][C@H:19]([C:27]([OH:29])=[O:28])[CH2:20][C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=4)=[O:17])=[CH:14][CH:13]=2)[CH:6]=[CH:5]3)(=[O:42])=[O:41])=[CH:36][CH:35]=1

Participants

3

Reactant 2

HCID 74192(1,1'-Biphenyl)-4-sulphonyl chlorideHCID 68548160ethyl N-{4-[(5-amino-1H-indol-1-yl)methyl]benzoyl}phenylalaninate

Product 1

HCID 16113886N-[4-({5-[(1,1'-Biphenyl-4-ylsulfonyl)amino]-1H-indol-1-yl}methyl)benzoyl]-L-phenylalanine

Procedure

The title compound was prepared from ethyl N-{4-[(5-amino-1H-indol-1-yl)methyl]benzoyl}phenylalaninate and biphenyl 4-sulfonyl chloride following the procedure of Example 10: MS (ESI) m/z 630; MS (ESI) m/z 628.

Sources & evidence

ORD record
ord-4b8097e105484474bc84c47f21ca449e
Source dataset
uspto-grants-2010_03
Patent number
US07683091B2

Reaction notes

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