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Ammonium Chloride → (7-Chloro-8-[4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-naphthalen-2-ylmethyl)-(2-fluoro-ethyl)-carbamic acid tert-butyl ester

HRID 1968706
ノート
印刷プレビュー

反応式

HRID 1968706 の反応式
[C:1]([O:5][C:6](=[O:27])[N:7]([CH2:11][C:12]1[CH:21]=[CH:20][C:19]2[C:14](=[C:15]([CH2:23][C:24](=[O:26])[NH2:25])[C:16]([Cl:22])=[CH:17][CH:18]=2)[CH:13]=1)[CH2:8][CH2:9][F:10])([CH3:4])([CH3:3])[CH3:2].C[O:29][C:30](=O)[C:31]([C:33]1[C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[N:35]([CH3:42])[CH:34]=1)=O.CC([O-])(C)C.[K+].[NH4+].[Cl-]>C1COCC1.CCOC(C)=O.O>[C:1]([O:5][C:6](=[O:27])[N:7]([CH2:11][C:12]1[CH:21]=[CH:20][C:19]2[C:14](=[C:15]([C:23]3[C:24](=[O:26])[NH:25][C:30](=[O:29])[C:31]=3[C:33]3[C:41]4[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=4)[N:35]([CH3:42])[CH:34]=3)[C:16]([Cl:22])=[CH:17][CH:18]=2)[CH:13]=1)[CH2:8][CH2:9][F:10])([CH3:4])([CH3:2])[CH3:3]
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 25517Ammonium ChlorideHCID 44536752-(1-Methyl-1H-indol-3-YL)-2-oxoacetic acid methyl esterHCID 23665647Potassium tert-butoxideHCID 86625784(8-Carbamoylmethyl-7-chloro-naphthalen-2-ylmethyl)-(2-fluoro-ethyl)-carbamic acid tert-butyl ester

生成物 1

HCID 86625783(7-Chloro-8-[4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-naphthalen-2-ylmethyl)-(2-fluoro-ethyl)-carbamic acid tert-butyl ester

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

(8-Carbamoylmethyl-7-chloro-naphthalen-2-ylmethyl)-(2-fluoro-ethyl)-carbamic acid tert-butyl ester (80 mg, 0.20 mmol) and (1-methyl-1H-indol-3-yl)-oxo-acetic acid methyl ester (57 mg, 0.26 mmol) are dissolved under an atmosphere of argon in dry THF (4 ml). Activated molecular sieves 3 Å (100 mg) is added. After 10 minutes at RT, a solution of 1.0 M KOtBu in THF (0.61 ml, 0.61 mmol) is added in one portion. The reaction mixture is diluted with EtOAc and poured into a saturated aqueous NH4Cl solution. The organic layer is separated, washed with brine, dried over Na2SO4 and concentrated. The residue is directly used in the next reaction. ES+-MS: 579.2, 580.5 [M+H+H2O]+. ES−-MS: 560.2, 561.5 [M−H]−.

後処理

  1. additionActivated molecular sieves 3 Å (100 mg) is added
  2. customThe organic layer is separated
  3. washwashed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated
  6. customThe residue is directly used in the next reaction

出典と根拠

ORDレコード
ord-7e7591aca08d4a0887be11d4f4c5f8fb
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08426440B2

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