Triethylamine → N-[3-(4-amino-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-1-yl)propyl]-2-methylpropanamide

HRID 11361ノート

反応式

HRID 11361 の反応式
C(N(CC)CC)C.[NH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:20]2[C:19]([CH3:21])=[C:18]([CH3:22])[N:17]=[C:16]([NH2:23])[C:15]=2[N:14]=[C:13]1[CH3:24].[C:25](Cl)(=[O:29])[CH:26]([CH3:28])[CH3:27]>C(Cl)(Cl)Cl>[NH2:23][C:16]1[C:15]2[N:14]=[C:13]([CH3:24])[N:12]([CH2:11][CH2:10][CH2:9][NH:8][C:25](=[O:29])[CH:26]([CH3:28])[CH3:27])[C:20]=2[C:19]([CH3:21])=[C:18]([CH3:22])[N:17]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 62325Isobutyryl chlorideHCID 219460311-(3-aminopropyl)-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-4-amine

生成物 1

HCID 10236530N-[3-(4-amino-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-1-yl)propyl]-2-methylpropanamide収率 25.3%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Triethylamine (0.78 mL, 5.6 mmol) was added to a solution of 1-(3-aminopropyl)-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-4-amine (1.00 g, 4.3 mmol) in chloroform (50 mL). The solution was cooled in an ice bath and then isobutyryl chloride (0.49 mL, 4.7 mmol) was added. The reaction mixture was stirred for 15 minutes then the ice bath was removed and the reaction mixture was stirred for an additional 15 minutes. The reaction mixture was diluted with chloroform to a volume of 150 mL. Water (50 mL) was added then the pH was adjusted to 11 with solid potassium carbonate and then to pH 14 with 50% sodium hydroxide. The resulting precipitate was isolated by filtration and dried to provide 0.33 g of N-[3-(4-amino-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-1-yl)propyl]-2-methylpropanamide as a white solid, m.p. 178.1–178.8° C.

後処理

  1. temperatureThe solution was cooled in an ice bath
  2. customthe ice bath was removed
  3. stirringthe reaction mixture was stirred for an additional 15 minutes
  4. additionThe reaction mixture was diluted with chloroform to a volume of 150 mL
  5. additionWater (50 mL) was added
  6. customThe resulting precipitate was isolated by filtration
  7. customdried

出典と根拠

ORDレコード
ord-85bdc7c5cbc84db4b8cdfd38aca472ab
出典データセット
uspto-grants-2006_08
特許番号
US07098221B2

反応ノート

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