Morpholine → 7-Methoxy-2-morpholinocarbonylbenzofuran

HRID 2084804Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([C:12]([OH:14])=O)=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>>[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([C:12]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[O:14])=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 8083Morpholine

HCID 6060377-Methoxy-1-benzofuran-2-carboxylic acid

Product 1

HCID 227338767-Methoxy-2-morpholinocarbonylbenzofuran

Procedure

Substantially the same procedure as in Example 219 was repeated using a starting material, 7-methoxybenzofuran-2-carboxylic acid, and morpholine to give 7-methoxy-2-morpholinocarbonylbenzofuran (Compound 329a). Successively, it was formylated to give 4-formyl-7-methoxy-2-morpholinocarbonylbenzofuran (Compound 329b), then compound 329b was reacted with methylamine hydrochloride to give compound 329 as a white solid.

Sources & evidence

ORD record: ord-ee55ce76152941ab8976abd252aeca17
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06716987B1

Reaction notes

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