Water → N-(4-amino-6-chloro-9H-beta-carbolin-8-yl)-2-methyl-nicotinamide

HRID 12217ノート

反応式

HRID 12217 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([NH:15][C:16](=[O:23])[C:17]3[CH:22]=[CH:21][CH:20]=[N:19][CH:18]=3)[CH:14]=1)[NH:11][C:10]1[CH:9]=[N:8][CH:7]=[C:6]([NH:24]C(=O)C(F)(F)F)[C:5]2=1.[C:31]([O-])([O-])=O.[K+].[K+].O>CO>[NH2:24][C:6]1[C:5]2[C:4]3[C:12](=[C:13]([NH:15][C:16](=[O:23])[C:17]4[CH:22]=[CH:21][CH:20]=[N:19][C:18]=4[CH3:31])[CH:14]=[C:2]([Cl:1])[CH:3]=3)[NH:11][C:10]=2[CH:9]=[N:8][CH:7]=1

参加物

5

反応物 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 86595097N-[6-chloro-4-(2,2,2-trifluoro-acetylamino)-9H-beta-carbolin-8-yl]-nicotinamide

生成物 1

HCID 11314143N-(4-amino-6-chloro-9H-beta-carbolin-8-yl)-2-methyl-nicotinamide収率 56%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

N-[6-chloro-4-(2,2,2-trifluoro-acetylamino)-9H-β-carbolin-8-yl]-nicotinamide (41 mg, 0.092 mmol, 1 equiv.) was suspended in 5 ml of MeOH and a 2 ml aqueous solution of K2CO3 (127 mg, 0.92 mmol, 10 equiv.) was added thereto. The resulting clear solution was heated at 60° C. for 16 hr and then allowed to cool to RT. Additional water was added producing fine solids that were captured by filtration, washed once with 10 ml of 5% MeOH in Et2O, and dried under high vacuum to give 18 mg of N-(4-amino-6-chloro-9H-β-carbolin-8-yl)-2-methyl-nicotinamide as powdery yellow solids (56% yield).

後処理

  1. temperatureto cool to RT
  2. customproducing fine solids that
  3. filtrationwere captured by filtration
  4. washwashed once with 10 ml of 5% MeOH in Et2O
  5. customdried under high vacuum

出典と根拠

ORDレコード
ord-49d4afb4172b4e4e82801fe1f568d711
出典データセット
uspto-grants-2010_06
特許番号
US07727985B2

反応ノート

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