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7-Chloro-3-[p-tert-butoxycarbonylaminomethyl-o-(carboxymethoxy)phenylcarbamoylmethyl]-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acid → 7-Chloro-3-[p-aminomethyl-o-(carboxymethoxy)phenylcarbamoylmethyl]-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acid hydrochloride

HRID 1439912
ノート
印刷プレビュー

反応式

HRID 1439912 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[CH2:16][CH2:15][CH:14]([CH2:17][C:18](=[O:40])[NH:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][NH:27]C(OC(C)(C)C)=O)=[CH:22][C:21]=3[O:35][CH2:36][C:37]([OH:39])=[O:38])[C:6]3=[C:7]([C:11]([OH:13])=[O:12])[NH:8][C:9]([CH:10]=1)=[C:5]23>O1CCOCC1.Cl>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]2[CH2:16][CH2:15][CH:14]([CH2:17][C:18](=[O:40])[NH:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][NH2:27])=[CH:22][C:21]=3[O:35][CH2:36][C:37]([OH:39])=[O:38])[C:6]3=[C:7]([C:11]([OH:13])=[O:12])[NH:8][C:9]([CH:10]=1)=[C:5]23
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 1

HCID 701259947-Chloro-3-[p-tert-butoxycarbonylaminomethyl-o-(carboxymethoxy)phenylcarbamoylmethyl]-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acid

生成物 1

HCID 701252167-Chloro-3-[p-aminomethyl-o-(carboxymethoxy)phenylcarbamoylmethyl]-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acid hydrochloride収率 123.8%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 312751,4-Dioxane溶媒2 回

実験手順

A solution of 7-chloro-3-[p-tert-butoxycarbonylaminomethyl-o-(carboxymethoxy)phenylcarbamoylmethyl]-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acid acid (189 mg)in a mixture of 1,4-dioxane (4 mL) and 4N HCl in 1,4-dioxane (4 mL) was Stirred for 20 h at room temperature and concentrated in vacuo. The residual solid was rinsed with THF and dried in vacuo to give 104 mg of the title compound (47%): 1H NMR (DMSO-d6) δ13.05 (br, 2H), 11.45 (s, 1H), 9.24 (s, 1H), 830 (br, 3H), 8.04 (d, 1H, J=8.3 Hz), 7.20 (s, 1H), 7.16 (s, 1H), 7.06 (d, 1H, J=8.3 Hz), 6.84 (s, 1H), 4.74 (s, 2H), 3.90 ~3.95 (m,3H), 3.09 (m, 1H), 2.78 (m1H), 2.69 (m, 2H), 2.08 (m, 1H), 1.85 (m, 1H).

後処理

  1. concentrationconcentrated in vacuo
  2. washThe residual solid was rinsed with THF
  3. customdried in vacuo

出典と根拠

ORDレコード
ord-5220a112e5c24f369bf4d8dc6953bce7
出典データセット
uspto-grants-1996_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05496843

反応ノート

読み込み中…

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