1,1'-Thiocarbonyldiimidazole → cis(+/-)-4-Chloro-5-ethyl-N-[1-(1H-imidazol-1-ylcarbonothioyl)-3-methoxypiperidin-4-yl]-1H-imidazole-2-carboxamide

HRID 43518ノート

反応式

HRID 43518 の反応式
[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C@H:12]2CCN(C(OC(C)(C)C)=O)C[C@H]2OC)=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8].Cl.[C:28]([O:31][CH2:32][CH3:33])(=O)C.[C:34]([N:41]1[CH:45]=[CH:44]N=C1)([N:36]1[CH:40]=[CH:39][N:38]=[CH:37]1)=[S:35]>CO>[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C@H:12]2[CH2:44][CH2:45][N:41]([C:34]([N:36]3[CH:40]=[CH:39][N:38]=[CH:37]3)=[S:35])[CH2:33][C@H:32]2[O:31][CH3:28])=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8]

参加物

5

反応物 3

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 21866389Hydrogen chloride-ethyl acetateHCID 86648452tert-Butyl cis(+/-)-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylate

生成物 1

HCID 86648525cis(+/-)-4-Chloro-5-ethyl-N-[1-(1H-imidazol-1-ylcarbonothioyl)-3-methoxypiperidin-4-yl]-1H-imidazole-2-carboxamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

tert-Butyl cis(±)-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylate obtained by the method described in Example (1g) (130 mg, 0.34 mmol) was dissolved in methanol (1 mL). A 4 N hydrochloric acid/ethyl acetate solution (3 mL) was added, and the mixture was stirred for 15 minutes. The reaction solution was concentrated under reduced pressure, and then the same operation as in Example (64a) was performed using 1,1′-thiocarbonyldiimidazole (81 mg, 0.45 mmol), to obtain the title compound. The resulting compound was used for the next reaction without purification.

後処理

  1. concentrationThe reaction solution was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-0746a1d343cd4867831732b6b970cdc4
出典データセット
uspto-grants-2013_09
特許番号
US08536197B2

反応ノート

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