2,3-Butanediol → HCID 59003327, compound

HRID 2267558Notes

Reaction equation

HRID 2267558 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].[CH3:32][CH:33]([OH:37])[CH:34]([OH:36])[CH3:35].C([O-])([O-])=O.[K+].[K+].[I-].[Na+]>>[OH:36][CH:34]([CH3:35])[CH:33]([O:37][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])[CH3:32]

Participants

5

Reactant 4

HCID 2622,3-ButanediolHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 590032803-{1-[(3-chloropropyl)sulfonyl]-4-piperidinyl}-5-phenyl-1H-indole-7-carboxamide

Product 1

HCID 59003327HCID 59003327, compoundYield 9%

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), 2,3-butanediol (72 mg, 0.87 mmol), K2CO3 (35.0 mg, 0.35 mmol) and sodium iodide (0.5 mg) were reacted to give the title compound (4.0 mg, 8.9%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-0e7263fac58f450c8f446f13aae043ec
Source dataset
uspto-grants-2010_12
Patent number
US07858796B2

Reaction notes

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