HCID 54680213, compound → HCID 66757441, compound

HRID 1643486Notes

Reaction equation

HRID 1643486 reaction equation
Cl[CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][N:3]1C(O)=O.[OH:11][C:12]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[S:14][C:13]=1[C:21]([NH2:23])=[O:22]>>[NH:3]1[CH2:2][CH2:7][CH:6]([O:11][C:12]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[S:14][C:13]=2[C:21]([NH2:23])=[O:22])[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 54680213HCID 54680213, compoundHCID 66757266HCID 66757266, compound

Product 1

HCID 66757441HCID 66757441, compound

Procedure

Referring to Scheme 4, methoxybenzothiophene ester 1, for example, is converted to the corresponding hydroxybenzothiophene carboxylic acid 2 with boron tribromide. Carboxylic acid 2 is coupled with Hca amine to yield hydroxybenzothiophene amide 3. 1-Substituted 4-hydroxypiperidine 4 is coupled with amide 3 to yield (piperidin-4-yloxy)benzothiopheneamide 5.

Sources & evidence

ORD record
ord-938c49851813466cacaaf8272e6d776c
Source dataset
uspto-grants-2012_02
Patent number
US08119809B2

Reaction notes

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