4-(trifluoromethyl)-1H-indole-2-carboxylic Acid → HCID 68582822, compound

HRID 2233972Notes

Reaction equation

HRID 2233972 reaction equation
ClC1C(Cl)=C(C)NC=1C(NC1CCN(C(OC(C)(C)C)=O)CC1)=O.Cl.[Br:26][C:27]1[CH:28]=[C:29]([C:33]([NH:35][CH:36]2[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)=[O:34])[NH:30][C:31]=1[CH3:32].[F:42][C:43]([F:57])([F:56])[C:44]1[CH:52]=[CH:51][CH:50]=[C:49]2[C:45]=1[CH:46]=[C:47]([C:53](O)=[O:54])[NH:48]2>>[Br:26][C:27]1[CH:28]=[C:29]([C:33]([NH:35][CH:36]2[CH2:37][CH2:38][N:39]([C:53]([C:47]3[NH:48][C:49]4[C:45]([CH:46]=3)=[C:44]([C:43]([F:57])([F:42])[F:56])[CH:52]=[CH:51][CH:50]=4)=[O:54])[CH2:40][CH2:41]2)=[O:34])[NH:30][C:31]=1[CH3:32]

Participants

4

Reactant 3

HCID 45632464-(trifluoromethyl)-1H-indole-2-carboxylic AcidHCID 68579743tert-Butyl 4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidine-1-carboxylateHCID 68579819HCID 68579819, compound2×

Product 1

HCID 68582822HCID 68582822, compound

Procedure

Title compound was synthesized by an analogous method to Intermediate 2 by coupling 4-bromo-5-methyl-N-piperidin-4-yl-1H-pyrrole-2-carboxamide hydrochloride (Intermediate 57) with 4-(trifluoromethyl)-1H-indole-2-carboxylic acid (J. Am. Chem. Soc. 1957, 79, 1745).

Sources & evidence

ORD record
ord-7330eb1ebc0747d0aa1783c8097a6d5c
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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