1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178500664、化合物

HRID 1713751ノート

反応式

HRID 1713751 の反応式
[C:1](C1NC=CN=1)(C1NC=CN=1)=S.[NH2:13][C:14]1[CH:19]=[N:18][CH:17]=[CH:16][N:15]=1.[NH:20]([C:22](=[O:43])[C:23]([NH:25][C:26]1[CH:31]=[CH:30][C:29]([C@H:32]2[CH2:37][CH2:36][C@H:35]([CH2:38][C:39]([O:41][CH3:42])=[O:40])[CH2:34][CH2:33]2)=[CH:28][CH:27]=1)=[O:24])[NH2:21].CCN=C=NCCCN(C)C>CC(N(C)C)=O.O>[N:15]1[CH:16]=[CH:17][N:18]=[CH:19][C:14]=1[NH:13][C:1]1[O:43][C:22]([C:23]([NH:25][C:26]2[CH:27]=[CH:28][C:29]([C@H:32]3[CH2:33][CH2:34][C@H:35]([CH2:38][C:39]([O:41][CH3:42])=[O:40])[CH2:36][CH2:37]3)=[CH:30][CH:31]=2)=[O:24])=[N:20][N:21]=1

参加物

7

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 78747AminopyrazineHCID 11412697Thiocarbonyl diimidazoleHCID 178500682HCID 178500682、化合物2 回

生成物 1

HCID 178500664HCID 178500664、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 31374Dimethylacetamide溶媒

実験手順

Thiocarbonyl diimidazole (179 mg, 1.00 mmol) was added in one portion to a solution of aminopyrazine (96 mg, 1.00 mmol) in DMA (5 mL) and the solution was stirred at room temperature for 6 h. Methyl [trans-4-(4-{[hydrazino(oxo)acetyl]amino}phenyl)cyclohexyl]-acetate (Intermediate 43, 267 mg, 0.80 mmol) was added in one portion and the reaction mixture was stirred at room temperature for 20 h and then heated at 80° C. for 10 minutes in the microwave. The solution was cooled to room temperature and EDCI (192 mg, 1.00 mmol) was added in one portion and the reaction mixture was heated to 90° C. for 15 minutes in the microwave. The reaction mixture was cooled to room temperature and poured into water (200 mL). The mixture was filtered and the resulting solid was recrystallised (CH3CN) to give the title compound as an off white solid (35 mg, 8%); 1H NMR δ 1.15 (2H, m), 1.45-1.48 (2H, m), 1.79 (6H, m), 2.26 (2H, d), 2.45-2.49 (1H, m), 3.61 (3H, s), 7.23-7.25 (2H, d), 7.69-7.71 (2H, d), 8.36 (1H, d), 8.42 (1H, t), 9.19 (1H, s), 11.01 (1H, s); MS m/e MH+ 437.

後処理

  1. stirringthe reaction mixture was stirred at room temperature for 20 h
  2. temperatureheated at 80° C. for 10 minutes in the microwave
  3. temperatureThe solution was cooled to room temperature
  4. temperaturethe reaction mixture was heated to 90° C. for 15 minutes in the microwave
  5. temperatureThe reaction mixture was cooled to room temperature
  6. filtrationThe mixture was filtered
  7. customthe resulting solid was recrystallised (CH3CN)

出典と根拠

ORDレコード
ord-24db6fa8264a4729a29df407c651134d
出典データセット
uspto-grants-2010_09
特許番号
US07795283B2

反応ノート

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