Acetaminophen → HCID 59003365, compound

HRID 2267561Notes

Reaction equation

HRID 2267561 reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[C:22]3[C:17](=[C:18]([C:29]([NH2:31])=[O:30])[CH:19]=[C:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH:21]=3)[NH:16][CH:15]=2)[CH2:10][CH2:9]1)(=[O:7])=[O:6].[OH:32][C:33]1[CH:38]=[CH:37][C:36]([NH:39][C:40](=[O:42])[CH3:41])=[CH:35][CH:34]=1.C([O-])([O-])=O.[K+].[K+]>[I-].[Na+]>[C:40]([NH:39][C:36]1[CH:37]=[CH:38][C:33]([O:32][CH2:2][CH2:3][CH2:4][S:5]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]3[C:22]4[C:17](=[C:18]([C:29]([NH2:31])=[O:30])[CH:19]=[C:20]([C:23]5[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=5)[CH:21]=4)[NH:16][CH:15]=3)[CH2:10][CH2:9]2)(=[O:7])=[O:6])=[CH:34][CH:35]=1)(=[O:42])[CH3:41]

Participants

5

Reactant 3

HCID 1983AcetaminophenHCID 11430Potassium CarbonateHCID 590032803-{1-[(3-chloropropyl)sulfonyl]-4-piperidinyl}-5-phenyl-1H-indole-7-carboxamide

Product 1

HCID 59003365HCID 59003365, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 5238Sodium IodideCatalyst

Procedure

Following the general procedure of example 159, 3-{1-[(3-chloropropyl)sulfonyl]-4-piperidinyl}-5-phenyl-1H-indole-7-carboxamide (40.0 mg, 0.087 mmol), N-(4-hydroxyphenyl)acetamide (151 mg, 0.87 mmol), K2CO3 (35.0 mg, 0.35 mmol) and sodium iodide (0.5 mg) were reacted to give the title compound (21.0 mg, 42%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-fa2e94cc0e94452183c3a371e755717b
Source dataset
uspto-grants-2010_12
Patent number
US07858796B2

Reaction notes

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