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1-Hydroxybenzotriazole → [5-(1'-{[3,5-Diethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl]carbonyl}-4-oxospiro[chroman-2,4'-piperidin]-6-yl)-2H-tetrazol-2-yl]methyl 2,2-dimethylpropanoate

HRID 1096900
ノート
印刷プレビュー

反応式

HRID 1096900 の反応式
C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.[CH2:23]([O:25][C:26]1[CH:27]=[C:28]([CH:32]=[C:33]([O:41][CH2:42][CH3:43])[C:34]=1[C:35]1[CH:36]=[N:37][N:38]([CH3:40])[CH:39]=1)[C:29]([OH:31])=O)[CH3:24].Cl.[CH3:45][C:46]([CH3:73])([CH3:72])[C:47]([O:49][CH2:50][N:51]1[N:55]=[N:54][C:53]([C:56]2[CH:57]=[C:58]3[C:68](=[CH:69][CH:70]=2)[O:67][C:61]2([CH2:66][CH2:65][NH:64][CH2:63][CH2:62]2)[CH2:60][C:59]3=[O:71])=[N:52]1)=[O:48]>O.CN(C=O)C.CCN(CC)CC>[CH3:45][C:46]([CH3:73])([CH3:72])[C:47]([O:49][CH2:50][N:51]1[N:55]=[N:54][C:53]([C:56]2[CH:57]=[C:58]3[C:68](=[CH:69][CH:70]=2)[O:67][C:61]2([CH2:62][CH2:63][N:64]([C:29]([C:28]4[CH:32]=[C:33]([O:41][CH2:42][CH3:43])[C:34]([C:35]5[CH:36]=[N:37][N:38]([CH3:40])[CH:39]=5)=[C:26]([O:25][CH2:23][CH3:24])[CH:27]=4)=[O:31])[CH2:65][CH2:66]2)[CH2:60][C:59]3=[O:71])=[N:52]1)=[O:48]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 579310273,5-diethoxy-4-(1-methyl-1H-pyrazol-4-yl)benzoic acidHCID 66781586[5-(4-Oxospiro[chroman-2,4'-piperidin]-6-yl)-tetrazol-2-yl]methyl 2,2-dimethylpropanoate hydrochloride

生成物 1

HCID 57930917
[5-(1'-{[3,5-Diethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl]carbonyl}-4-oxospiro[chroman-2,4'-piperidin]-6-yl)-2H-tetrazol-2-yl]methyl 2,2-dimethylpropanoate

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

実験手順

Et3N (223 μL), HOBT (123 mg) and WSC hydrochloride (154 mg) were added to a DMF (8 mL) solution of 3,5-diethoxy-4-(1-methyl-1H-pyrazol-4-yl)benzoic acid (194 mg) and [5-(4-oxospiro[chroman-2,4′-piperidin]-6-yl)-2H-tetrazol-2-yl]methyl 2,2-dimethylpropanoate hydrochloride (349 mg), and stirred overnight at room temperature. The reaction liquid was poured into saturated saline water, extracted with ethyl acetate, and the organic layer was washed with water and saturated saline water. The organic layer was dried with sodium sulfate, filtered, concentrated, and purified through silica gel column chromatography (hexane/EtOAc) to obtain the title compound. 1H-NMR (400 MHz, CDCl3) δ: 8.69 (1H, d, J=4.0 Hz), 8.32 (1H, dd, J=8.0, 4.0 Hz), 8.14 (1H, s), 7.97 (1H, s), 7.17 (1H, d, J=8.0 Hz), 6.64 (2H, s), 6.50 (2H, s), 4.32-4.18 (1H, m), 4.08 (4H, q, J=8.0 Hz), 3.94 (3H, s), 3.64-3.20 (3H, m), 2.97 (2H, s), 2.10-1.75 (4H, m), 1.37 (6H, t, J=8.0 Hz), 1.22 (9H, s). MS [M+H]+=672.

後処理

  1. customThe reaction liquid
  2. extractionextracted with ethyl acetate
  3. washthe organic layer was washed with water and saturated saline water
  4. dry with materialThe organic layer was dried with sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. custompurified through silica gel column chromatography (hexane/EtOAc)

出典と根拠

ORDレコード
ord-c850474617cd41c8aebe2dc54e492ed6
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08138197B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート