Lithium hydroxide, monohydrate → Lithium 7-(4-(2-(1-acetylindolin-5-yl)ethyl)piperazin-1-yl)benzofuran-2-carboxylate

HRID 535651

Reaction equation

O.[OH-].[Li+:3].[C:4]([N:7]1[C:15]2[C:10](=[CH:11][C:12]([CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][N:21]([C:24]4[C:32]5[O:31][C:30]([C:33]([O:35]CC)=[O:34])=[CH:29][C:28]=5[CH:27]=[CH:26][CH:25]=4)[CH2:20][CH2:19]3)=[CH:13][CH:14]=2)[CH2:9][CH2:8]1)(=[O:6])[CH3:5]>O1CCCC1.O>[C:4]([N:7]1[C:15]2[C:10](=[CH:11][C:12]([CH2:16][CH2:17][N:18]3[CH2:19][CH2:20][N:21]([C:24]4[C:32]5[O:31][C:30]([C:33]([O-:35])=[O:34])=[CH:29][C:28]=5[CH:27]=[CH:26][CH:25]=4)[CH2:22][CH2:23]3)=[CH:13][CH:14]=2)[CH2:9][CH2:8]1)(=[O:6])[CH3:5].[Li+:3]

Participants

Conditions

Temperature: 100 °C

Procedure

Lithium hydroxide monohydrate (0.087 g, 2.08 mmol) was added to a solution of ethyl 7-(4-(2-(1-acetylindolin-5-yl)ethyl)piperazin-1-yl)benzofuran-2-carboxylate (0.481 g, 1.04 mmol) in tetrahydrofuran (9 mL) and water (1 mL) and the reaction was heated at 100° C. for 35 min in a microwave oven. The solvents were evaporated and the material was dried in vacuum over P2O5 to give 0.454 g of the crude product. The crude material was used in the next step assuming quantitative yield without further purification. MS (ES+) m/z 434.2 (M+H)+.

Workup

customThe solvents were evaporated
dry with materialthe material was dried in vacuum over P2O5

Sources & evidence

ORD record: ord-60b7f4463af14f0c8529a44db09bed08
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08859534B2

Linked notes

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