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Lithium hydroxide, monohydrate → 6-[(2-{[(2S)-2-(Methoxymethyl)pyrrolidin-1-yl]carbonyl}thieno[3,2-b]pyridin-7-yl)oxy]-2-methylbenzo[b]thiophene-3-carboxylic acid

HRID 1825215
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HRID 1825215 반응식
[CH3:1][O:2][CH2:3][C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9]([C:11]1[S:19][C:18]2[C:13](=[N:14][CH:15]=[CH:16][C:17]=2[O:20][C:21]2[CH:22]=[CH:23][C:24]3[C:28]([C:29]([O:31]C)=[O:30])=[C:27]([CH3:33])[S:26][C:25]=3[CH:34]=2)[CH:12]=1)=[O:10].O[Li].O>>[CH3:1][O:2][CH2:3][C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9]([C:11]1[S:19][C:18]2[C:13](=[N:14][CH:15]=[CH:16][C:17]=2[O:20][C:21]2[CH:22]=[CH:23][C:24]3[C:28]([C:29]([OH:31])=[O:30])=[C:27]([CH3:33])[S:26][C:25]=3[CH:34]=2)[CH:12]=1)=[O:10]
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HCID 168937Lithium hydroxide, monohydrateHCID 20767769Methyl 6-[(2-{[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]carbonyl}thieno[3,2-b]pyridin-7-yl)oxy]-2-methylbenzo[b]thiophene-3-carboxylate

생성물 1

HCID 599907896-[(2-{[(2S)-2-(Methoxymethyl)pyrrolidin-1-yl]carbonyl}thieno[3,2-b]pyridin-7-yl)oxy]-2-methylbenzo[b]thiophene-3-carboxylic acid수율 75%

실험 절차

This material was prepared by the hydrolysis of methyl 6-[(2-{[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]carbonyl}thieno[3,2-b]pyridin-7-yl)oxy]-2-methylbenzo[b]thiophene-3-carboxylate 122a (63 mg, 0.13 mmole) with LiOH.H2O (54 mg, 13 mmole) in a manner as previously described for example 11c to give a white solid (46 mg, 75%). 1H NMR (DMSO-d6, 300 MHz) δ 8.58 (1H, d, J=5.46 Hz), 8.44 (1H, d, J=8.85 Hz), 8.03 (1H, s), 8.00 (1H, d, J=2.26 Hz), 7.38 (1H, dd, J=2.45, 9.04 Hz), 6.78 (1H, d, J=5.84 Hz), 4.35–4.25 (1H, m), 3.93–3.76 (2 H, m), 3.59–3.50 (2H, m), 3.27, 3.15 (3H, s), 2.81 (3H, s), 2.11–1.83 (4H, m).

출처 및 근거

ORD 기록
ord-c7f59fdabdaa4fc0ae653b52747008f4
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07045528B2

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