Hydrochloric Acid → 4-({4-[(4-tert-Butoxycarbonylamino-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-imidazole-2-carbonyl}-amino)-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester

HRID 476405

反応式

HRID 476405 の反応式
C(C1NC=CN=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=O.[CH2:13]([O:15][C:16]([C:18]1[N:19]([CH3:40])[CH:20]=[C:21]([NH:23][C:24]([C:26]2[N:27]([CH3:39])[CH:28]=[C:29]([NH:31][C:32]([O:34]C(C)(C)C)=O)[N:30]=2)=[O:25])[N:22]=1)=[O:17])[CH3:14].Cl.N1C=CC=C1.CCN=[C:50]=[N:51][CH2:52][CH2:53][CH2:54][N:55]([CH3:57])[CH3:56].[O:58]1CCOCC1>CN(C=O)C.CN(C1C=CN=CC=1)C>[CH2:13]([O:15][C:16]([C:18]1[N:19]([CH3:40])[CH:20]=[C:21]([NH:23][C:24]([C:26]2[N:27]([CH3:39])[CH:28]=[C:29]([NH:31][C:32]([C:54]3[N:55]([CH3:56])[CH:57]=[C:52]([NH:51][C:50]([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:58])[CH:53]=3)=[O:34])[N:30]=2)=[O:25])[N:22]=1)=[O:17])[CH3:14]

参加物

9

反応物 6

HCID 313Hydrochloric AcidHCID 8027PyrroleHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 312751,4-DioxaneHCID 22359409Tert-butyloxycarbonylimidazoleHCID 597990864-[(4-tert-Butoxycarbonylamino-1-methyl-1H-imidazole-2-carbonyl)-amino]-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester

生成物 1

HCID 688766714-({4-[(4-tert-Butoxycarbonylamino-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-imidazole-2-carbonyl}-amino)-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester収率 32%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

実験手順

The Boc imidazole dimer (39) (0.253 g, 0.65 mmol) was deprotected using 4M HCl in dioxane as described in general procedure C. The resulting residue (39′) was dissolved in dry DMF (5 mL) and the Boc protected pyrrole acid (2) (0.156 g, 0.65 mmol) was added. The resulting solution was treated with EDCI (1.5 equiv.) and DMAP (2 equiv.) and reacted as described in general procedure A. This yielded a brown foam 0.109 g (32%). LCMS (method 2) rt=1.87 min; m/z (ES+) 515 (M+1).

後処理

  1. additionwas added
  2. customreacted

出典と根拠

ORDレコード
ord-864bdf0671364083a41efb50b0de7fee
出典データセット
uspto-grants-2014_01
特許番号
US08637664B2

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