Hydrochloric Acid → Methyl N-[4,6-diamino-2-(1-cyclohexylmethyl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]-N-methylcarbamate

HRID 2194470ノート

反応式

HRID 2194470 の反応式
[CH3:1][O:2][C:3](=[O:29])[NH:4][C:5]1[C:6]([NH2:28])=[N:7][C:8]([C:12]2[C:20]3[C:15](=[N:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:21][CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)[N:13]=2)=[N:9][C:10]=1[NH2:11].[H-].[Na+].I[CH3:33].Cl>CN(C)C=O>[NH2:11][C:10]1[C:5]([N:4]([CH3:33])[C:3](=[O:29])[O:2][CH3:1])=[C:6]([NH2:28])[N:7]=[C:8]([C:12]2[C:20]3[C:15](=[N:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:21][CH:22]3[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]3)[N:13]=2)[N:9]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 46700769Methyl[4,6-diamino-2-(1-cyclohexylmethyl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]carbamate

生成物 1

HCID 46830430Methyl N-[4,6-diamino-2-(1-cyclohexylmethyl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]-N-methylcarbamate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

24 mg (61 μmol) of the compound of Example 1 were initially charged in 1 ml of dimethylformamide, and about 2.7 mg (70 μmol) of sodium hydride (60% in mineral oil) were added. The resulting mixture was stirred at RT for 10 min, 6 μl (9 μmol) of iodomethane were then added and the reaction was stirred overnight. 0.5 ml of 1N hydrochloric acid was added, and the entire mixture was separated by HPLC (Method 5). The appropriate fractions were concentrated on a rotary evaporator, and the residue was dried under high vacuum. This gave 8 mg (32% of theory) of the target compound.

後処理

  1. stirringthe reaction was stirred overnight
  2. customthe entire mixture was separated by HPLC (Method 5)
  3. concentrationThe appropriate fractions were concentrated on a rotary evaporator
  4. customthe residue was dried under high vacuum

出典と根拠

ORDレコード
ord-dd81c965138940c6aece98d6e7d744b9
出典データセット
uspto-grants-2012_12
特許番号
US08334291B2

反応ノート

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