1,2-Dichloroethane → HCID 57819877, 화합물

HRID 657422노트

반응식

HRID 657422 반응식
[NH2:1][CH2:2][C:3]1[C:8]([CH2:9][CH3:10])=[N:7][C:6]2[N:11]([CH2:14][CH3:15])[N:12]=[CH:13][C:5]=2[C:4]=1[NH:16][CH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1.[CH3:23][C:24]([CH3:32])([CH2:28][C:29]([OH:31])=[O:30])[C:25]([OH:27])=[O:26].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>C(Cl)Cl>[CH2:14]([N:11]1[C:6]2=[N:7][C:8]([CH2:9][CH3:10])=[C:3]([CH2:2][NH:1][C:29](=[O:30])[CH2:28][C:24]([CH3:32])([CH3:23])[C:25]([OH:27])=[O:26])[C:4]([NH:16][CH:17]3[CH2:18][CH2:19][O:20][CH2:21][CH2:22]3)=[C:5]2[CH:13]=[N:12]1)[CH3:15].[CH2:14]([N:11]1[C:6]2=[N:7][C:8]([CH2:9][CH3:10])=[C:3]([CH2:2][NH:1][C:25](=[O:26])[C:24]([CH3:32])([CH3:23])[CH2:28][C:29]([OH:31])=[O:30])[C:4]([NH:16][CH:17]3[CH2:18][CH2:19][O:20][CH2:21][CH2:22]3)=[C:5]2[CH:13]=[N:12]1)[CH3:15]

참가 물질

7

반응물 4

HCID 111,2-DichloroethaneHCID 117012,2-Dimethylsuccinic acidHCID 757711-HydroxybenzotriazoleHCID 596832145-(Aminomethyl)-1,6-diethyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine

생성물 2

HCID 57819877HCID 57819877, 화합물수율 55.6%HCID 57819884HCID 57819884, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

174(a) 5-(Aminomethyl)-1,6-diethyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine (303.0 mg, 1.0 mmol) and 2,2-dimethylbutanedioic acid (146.0 mg, 1.0 mmol) were dissolved in DCM (10 mL), followed by the addition of HOBt (1.0 eq, 153.0 mg) and EDC (1.0 eq, 192.0 mg). The resultant solution was stirred overnight. The solution was purified by reverse phase HPLC using a Gilson to yield 4-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-2,2-dimethyl-4-oxobutanoic acid and 4-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-3,3-dimethyl-4-oxobutanoic acid mixture 120 mg.

후처리

  1. customThe solution was purified by reverse phase HPLC

출처 및 근거

ORD 기록
ord-f64c5c6dd2034cfeb4dd8e52ee18202d
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071588B2

반응 노트

불러오는 중…