Triethylamine → 3-{1-[(3,5-dimethyl-4-isoxazolyl)sulfonyl]-4-piperidinyl}-5-phenyl-1H-indole-7-carboxamide

HRID 2267586Notes

Reaction equation

HRID 2267586 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]3[C:13](=[C:14]([C:16]([NH2:18])=[O:17])[CH:15]=2)[NH:12][CH:11]=[C:10]3[C:19]2[CH2:20][CH2:21][NH:22][CH2:23][CH:24]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:25][C:26]1[C:30]([S:31](Cl)(=[O:33])=[O:32])=[C:29]([CH3:35])[O:28][N:27]=1.C(N(CC)CC)C>>[CH3:25][C:26]1[C:30]([S:31]([N:22]2[CH2:21][CH2:20][CH:19]([C:10]3[C:9]4[C:13](=[C:14]([C:16]([NH2:18])=[O:17])[CH:15]=[C:7]([C:1]5[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=5)[CH:8]=4)[NH:12][CH:11]=3)[CH2:24][CH2:23]2)(=[O:33])=[O:32])=[C:29]([CH3:35])[O:28][N:27]=1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 27363193,5-Dimethylisoxazole-4-sulfonyl chlorideHCID 69146343HCID 69146343, compound

Product 1

HCID 590033533-{1-[(3,5-dimethyl-4-isoxazolyl)sulfonyl]-4-piperidinyl}-5-phenyl-1H-indole-7-carboxamide

Procedure

Following the general procedure in example 267, 5-phenyl-3-(1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole-7-carboxamide (32 mg, 0.1 mmol), 3,5-dimethyl-4-isoxazolesulfonyl chloride (22.9 mg, 0.15 mmol) and triethylamine (0.06 mL, 0.3 mmol) were reacted to form the desired product which was purified by Gilson HPLC (CH3CN/Water, 0.1% TFA) (11 mg, 23%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-1fa57b3629b046dd8a4aa96b29d17663
Source dataset
uspto-grants-2010_12
Patent number
US07858796B2

Reaction notes

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