Hydrochloric Acid → 1-[1-(Ethoxycarbonyl)azepan-4-yl]-4-fluoropiperidine-4-carboxylic acid

HRID 714530노트

반응식

HRID 714530 반응식
[F:1][C:2]1([C:20]([O:22]CC)=[O:21])[CH2:7][CH2:6][N:5]([CH:8]2[CH2:14][CH2:13][CH2:12][N:11]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:10][CH2:9]2)[CH2:4][CH2:3]1.[Li+].[OH-].Cl>C1COCC1>[CH2:18]([O:17][C:15]([N:11]1[CH2:12][CH2:13][CH2:14][CH:8]([N:5]2[CH2:4][CH2:3][C:2]([F:1])([C:20]([OH:22])=[O:21])[CH2:7][CH2:6]2)[CH2:9][CH2:10]1)=[O:16])[CH3:19]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 89579328Ethyl 4-[4-fluoro-4-(ethoxycarbonyl)piperidin-1-yl]azepane-1-carboxylate

생성물 1

HCID 895795461-[1-(Ethoxycarbonyl)azepan-4-yl]-4-fluoropiperidine-4-carboxylic acid수율 148.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Ethyl 4-[4-fluoro-4-(ethoxycarbonyl)piperidin-1-yl]azepane-1-carboxylate (2.26 g, 6.85 mmol) was dissolved in THF (60 mL) at rt and 1M LiOH sol. (6.5 mL) was added. The reaction mixture was stirred at rt overnight. The pH was carefully adjusted to pH 6 by addition of concentrated hydrochloric acid, the solvents were removed in vacuo, to give 1-[1-(ethoxycarbonyl)azepan-4-yl]-4-fluoropiperidine-4-carboxylic acid (3.21 g) as a white waxy solid, Intermediate 3, which was used crude in subsequent reactions.

후처리

  1. customthe solvents were removed in vacuo

출처 및 근거

ORD 기록
ord-8e3a20a5d77c4f428cd3c62235d346d6
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187451B2

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