Triethylamine → 3-{1-[(4-chloro-2,1,3-benzoxadiazol-5-yl)sulfonyl]-4-piperidinyl}-5-phenyl-1H-indole-7-carboxamide

HRID 2267583Notes

Reaction equation

HRID 2267583 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.[Cl:25][C:26]1[C:34]2[C:30](=[N:31][O:32][N:33]=2)[CH:29]=[CH:28][C:27]=1[S:35](Cl)(=[O:37])=[O:36].C(N(CC)CC)C>>[Cl:25][C:26]1[C:34]2[C:30](=[N:31][O:32][N:33]=2)[CH:29]=[CH:28][C:27]=1[S:35]([N:22]1[CH2:21][CH2:20][CH:19]([C:10]2[C:9]3[C:13](=[C:14]([C:16]([NH2:18])=[O:17])[CH:15]=[C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[CH:8]=3)[NH:12][CH:11]=2)[CH2:24][CH2:23]1)(=[O:36])=[O:37]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 69146343HCID 69146343, compoundHCID 862321944-Chloro-2,1,3-benzoxadiazole-5-sulfonyl chloride

Product 1

HCID 590032863-{1-[(4-chloro-2,1,3-benzoxadiazol-5-yl)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), 4-chloro-2,1,3-benzoxadiazole-5-sulfonyl chloride (38 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) (8.0 mg, 15%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-62b44d8f71dc4703b17962f44cb703e7
Source dataset
uspto-grants-2010_12
Patent number
US07858796B2

Reaction notes

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