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

HRID 2194470노트

반응식

HRID 2194470 반응식
[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

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dd81c965138940c6aece98d6e7d744b9
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08334291B2

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