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Hydrochloric Acid → HCID 67068023、化合物

HRID 1037333
ノート
印刷プレビュー

反応式

HRID 1037333 の反応式
[CH3:1][N:2]1[C:6]2=[C:7]3[C:12](=[CH:13][CH:14]=[C:5]2[CH:4]=[N:3]1)[C:11](=[O:15])[C:10]([C:16]1[CH:17]=[CH:18][C:19]([C:22]2([NH:26]S(C(C)(C)C)=O)[CH2:25][CH2:24][CH2:23]2)=[N:20][CH:21]=1)=[C:9]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[O:8]3.[ClH:39].O1CCOCC1>CO>[ClH:39].[NH2:26][C:22]1([C:19]2[N:20]=[CH:21][C:16]([C:10]3[C:11](=[O:15])[C:12]4[C:7]([O:8][C:9]=3[C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[C:6]3[N:2]([CH3:1])[N:3]=[CH:4][C:5]3=[CH:14][CH:13]=4)=[CH:17][CH:18]=2)[CH2:25][CH2:24][CH2:23]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 670678412-Methyl-propane-2-sulfinic acid {1-[5-(1-methyl-6-oxo-8-phenyl-1,6-dihydro-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-7-yl)-pyridin-2-yl]-cyclobutyl}-amide

生成物 1

HCID 67068023HCID 67068023、化合物収率 82%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 2-methyl-propane-2-sulfinic acid {1-[5-(1-methyl-6-oxo-8-phenyl-1,6-dihydro-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-7-yl)-pyridin-2-yl]-cyclobutyl}-amide (34 mg, 0.0645 mmol) in MeOH (6 mL) was added a solution of HCl in dioxane (4 M, 0.32 mL, 1.28 mmol). The reaction mixture was stirred at RT for 30 min before evaporating to dryness. The resulting residue was dissolved in a mixture of MeOH (1 mL), water (4 mL) and then chromatographed on a 5 g C18 cartridge {gradient 20 to 60% MeOH in water+1 M HCl (60 μL in each 10 mL of eluent)} to give the title compound (24.3 mg, 82%) as an off-white solid. 1H NMR (400 MHz, DMSO-d6): δ 8.78 (br s, 3H), 8.41 (dd, J=2.2 and 0.8 Hz, 1H), 8.29 (s, 1H), 7.89-7.81 (m, 3H), 7.75 (d, J=8.3 Hz, 1H), 7.59-7.57 (m, 2H), 7.51-7.41 (m, 3H), 4.41 (s, 3H), 2.60-2.55 (m, 4H), 2.26-2.15 (m, 1H), 2.05-1.94 (m, 1H). LCMS (Method E): =3.22 min, [M+H]+=423.

後処理

  1. custombefore evaporating to dryness
  2. dissolutionThe resulting residue was dissolved in a mixture of MeOH (1 mL), water (4 mL)
  3. customchromatographed on a 5 g C18 cartridge {gradient 20 to 60% MeOH in water+1 M HCl (60 μL in each 10 mL of eluent)}

出典と根拠

ORDレコード
ord-5df6d7a7f6694137bd126790c5f26e2a
出典データセット
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08546376B2

反応ノート

読み込み中…

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