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Sodium Iodide → Sodium ethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

HRID 2279697
ノート
印刷プレビュー

反応式

HRID 2279697 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[CH:11]=[CH:12][C:13]([NH:21][C:22]3[C:27]([C:28]([F:31])([F:30])[F:29])=[CH:26][N:25]=[C:24]([NH:32][C:33]4[CH:47]=[CH:46][C:36]([CH2:37][P:38](=[O:45])([O:42]CC)[O:39][CH2:40][CH3:41])=[CH:35][C:34]=4[O:48][CH3:49])[N:23]=3)=[C:14]3[C:18]=2[CH2:17][N:16]([CH3:19])[C:15]3=[O:20])[CH:7]=[N:6]1.[I-].[Na+:51]>CC(=O)CC>[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[CH:11]=[CH:12][C:13]([NH:21][C:22]3[C:27]([C:28]([F:31])([F:30])[F:29])=[CH:26][N:25]=[C:24]([NH:32][C:33]4[CH:47]=[CH:46][C:36]([CH2:37][P:38](=[O:42])([O-:45])[O:39][CH2:40][CH3:41])=[CH:35][C:34]=4[O:48][CH3:49])[N:23]=3)=[C:14]3[C:18]=2[CH2:17][N:16]([CH3:19])[C:15]3=[O:20])[CH:7]=[N:6]1.[Na+:51]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 5238Sodium IodideHCID 58292892Diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate2 回

生成物 1

HCID 86697675Sodium ethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

試薬・触媒・溶媒 1

HCID 6569
Methyl Ethyl Ketone
溶媒

実験手順

A suspension of diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (Compound 1B, 255 mg, 0.36 mmol) and sodium iodide (606 mg, 4.04 mmol) in 2-butanone (5 mL) was subjected to 7 hours of microwave irradiation at 120° C. A solid precipitated, which filtered off, rinsed several times with ice cold acetone, and dried thoroughly to afford the desired compound as 277 mg as a light yellow solid. 1H NMR (400 MHz, DMSO-d6) δ 10.64 (s, 1H), 9.26 (br s, 1H), 9.08 (s, 1H), 8.34 (s, 1H), 8.15 (br s, 2H), 7.71 (s, 1H), 7.13 (d, J=7.6 Hz, 1H), 7.08 (s, 1H), 6.89 (d, J=7.8 Hz, 1H), 6.45 (br s, 1H), 4.60 (s, 2H), 4.19 (t, J=6.1 Hz, 2H), 3.68 (s, 3H), 3.60-3.67 (m, 2H), 3.45 (q, J=5.9 Hz, 2H), 3.09 (s, 3H), 2.77 (d, J=19.7 Hz, 2H), 1.94 (quin, J=5.9 Hz, 2H), 0.94 (t, J=7.1 Hz, 3H). MS (ESI): m/z 676.30 [M+H]+. UPLC: tR=1.06 min (UPLC-SQD: analytical—2 min).

後処理

  1. customwas subjected to 7 hours of microwave irradiation at 120° C
  2. customA solid precipitated
  3. filtrationwhich filtered off
  4. washrinsed several times with ice cold acetone
  5. customdried thoroughly

出典と根拠

ORDレコード
ord-7526c8e1839743f08babfff3bde1e7cb
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09133224B2

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