HCID 11239041, compound → HCID 68427567, compound

HRID 225993Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][C:4]1[N:5]([CH:32]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:6]2[C:11]([C:12]=1[CH2:13][CH2:14][S:15]([C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:20][CH:19]=1)(=[O:17])=[O:16])=[CH:10][C:9]([Cl:31])=[CH:8][CH:7]=2.[F:45][C:46]([F:60])([F:59])[C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=1[CH:53]([S:55](Cl)(=[O:57])=[O:56])[CH3:54]>>[CH2:29]([O:28][C:26](=[O:27])[CH2:25][CH2:24][C:21]1[CH:22]=[CH:23][C:18]([S:15]([CH2:14][CH2:13][C:12]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([Cl:31])[CH:10]=3)[N:5]([CH:32]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)[C:4]=2[CH2:3][CH2:2][NH:1][S:55]([CH:53]([C:48]2[CH:49]=[CH:50][CH:51]=[CH:52][C:47]=2[C:46]([F:45])([F:59])[F:60])[CH3:54])(=[O:57])=[O:56])(=[O:16])=[O:17])=[CH:19][CH:20]=1)[CH3:30]

Participants

Reactant 2

HCID 11239041HCID 11239041, compound

HCID 62083674HCID 62083674, compound

Product 1

HCID 68427567HCID 68427567, compoundYield 40%

Procedure

Using the procedure in Example 1, Step 9, ethyl 3-[4-({2-[2-(2-aminoethyl)-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethyl}sulfonyl)phenyl]propanoate (Example 38, Step 14) was reacted with 1-(2-trifluoromethyl-phenyl)-ethanesulfonyl chloride (0.13 g, 0.46 mmol) to afford 3-{4-[2-(1-benzhydryl-5-chloro-2-{2-[1-(2-trifluoromethyl-phenyl)-ethanesulfonylamino]-ethyl}-1H-indol-3-yl)-ethanesulfonyl]-phenyl}-propionic acid ethyl ester (0.110 g, 40%).

Sources & evidence

ORD record: ord-f4f25b96ce624c139eb8118a6fadf6f3
Source dataset: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07557135B2

Reaction notes

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