Ethyl Acetate → HCID 57901692, compound

HRID 1851585Notes

Reaction equation

HRID 1851585 reaction equation
Cl[CH2:2][C:3]1[S:4][CH:5]=[CH:6][C:7]=1[S:8]([N:11]([CH3:26])[C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:20]=1[NH:19][C:18]([C:21]1[S:22][CH:23]=[CH:24][N:25]=1)=[CH:17]2)(=[O:10])=[O:9].C(OCC)(=O)C.[P:33]([O:40]CC)([O:37][CH2:38][CH3:39])[O:34][CH2:35][CH3:36]>>[CH3:26][N:11]([C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:20]=1[NH:19][C:18]([C:21]1[S:22][CH:23]=[CH:24][N:25]=1)=[CH:17]2)[S:8]([C:7]1[CH:6]=[CH:5][S:4][C:3]=1[CH2:2][P:33](=[O:40])([O:37][CH2:38][CH3:39])[O:34][CH2:35][CH3:36])(=[O:10])=[O:9]

Participants

4

Reactant 3

HCID 8857Ethyl AcetateHCID 31215Triethyl phosphiteHCID 57901769HCID 57901769, compound

Product 1

HCID 57901692HCID 57901692, compoundYield 25%

Procedure

A solution of 2-(chloromethyl)-N-methyl-N-[2-(1,3-thiazol-2-yl)-1H-indol-7-yl]thiophene-3-sulfonamide (240 mg) in triethyl phosphite (5 mL) was stirred at 100° C. for 1 hr. The reaction mixture was subjected to silica gel column chromatography (ethyl acetate) to give the title compound (67 mg, yield 25%) as a pale-yellow amorphous. M+1=526.

Sources & evidence

ORD record
ord-df6c87cb538d4ed192bbc3d70c9cd0ea
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

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