p-(Trifluoromethoxy)benzenesulphonyl chloride → N-(4-{[5-({[4-(Trifluoromethoxy)phenyl]sulfonyl}amino)-1H-indol-1-yl]methyl}benzoyl)-L-phenylalanine

HRID 2245517Notes

Reaction equation

HRID 2245517 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.[F:34][C:35]([F:48])([F:47])[O:36][C:37]1[CH:42]=[CH:41][C:40]([S:43](Cl)(=[O:45])=[O:44])=[CH:39][CH:38]=1>>[F:48][C:35]([F:34])([F:47])[O:36][C:37]1[CH:42]=[CH:41][C:40]([S:43]([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:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[O:17])=[CH:14][CH:13]=2)[CH:6]=[CH:5]3)(=[O:45])=[O:44])=[CH:39][CH:38]=1

Participants

3

Reactant 2

HCID 523102p-(Trifluoromethoxy)benzenesulphonyl chlorideHCID 68548160ethyl N-{4-[(5-amino-1H-indol-1-yl)methyl]benzoyl}phenylalaninate

Product 1

HCID 16113885N-(4-{[5-({[4-(Trifluoromethoxy)phenyl]sulfonyl}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 4-trifluoromethoxyphenyl sulfonyl chloride following the procedure of Example 10: MS (ESI) m/z 638; MS (ESI) m/z 636.

Sources & evidence

ORD record
ord-574681e9cd4a4a3d9ffe5916382a1728
Source dataset
uspto-grants-2010_03
Patent number
US07683091B2

Reaction notes

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