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

HRID 2194469노트

반응식

HRID 2194469 반응식
[CH3:1][O:2][C:3](=[O:22])[NH:4][C:5]1[C:6]([NH2:21])=[N:7][C:8]([C:12]2[C:20]3[C:15](=[N:16][CH:17]=[CH:18][CH:19]=3)[NH:14][N:13]=2)=[N:9][C:10]=1[NH2:11].CS(O[CH2:28][CH:29]1[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1)(=O)=O.C(=O)([O-])[O-].[Cs+].[Cs+].Cl>CN(C)C=O>[CH3:1][O:2][C:3](=[O:22])[NH:4][C:5]1[C:10]([NH2:11])=[N:9][C:8]([C:12]2[C:20]3[C:15](=[N:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:28][CH:29]3[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]3)[N:13]=2)=[N:7][C:6]=1[NH2:21]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 10796Cesium carbonateHCID 21866479Cycloheptylmethyl methanesulfonateHCID 178502011Methyl[4,6-diamino-2-(1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]carbamate

생성물 1

HCID 46830429Methyl[4,6-diamino-2-(1-cycloheptylmethyl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]-carbamate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

300 mg (1.0 mmol) of the compound of Example 1A and 224 mg (1.1 mmol) of cycloheptylmethyl methansulfonate (preparation: see J. Med. Chem. 2000, 43(26), 5017-5029) were initially charged in 5 ml of dimethylformamide, 354 mg (1.1 mmol) of cesium carbonate were added and the resulting mixture was stirred at RT overnight. 0.5 ml of 1N hydrochloric acid was added, and the entire solution 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 2.8 mg (0.7% of theory) of the target compound.

후처리

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

출처 및 근거

ORD 기록
ord-1eb436a25d2b45d7a3279a2a1ecc79b6
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08334291B2

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