1,2-Dichloroethane → HCID 57819877、化合物

HRID 657422ノート

反応式

HRID 657422 の反応式
[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]

参加物

7

反応物 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

生成物 2

HCID 57819877HCID 57819877、化合物収率 55.6%HCID 57819884HCID 57819884、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  1. customThe solution was purified by reverse phase HPLC

出典と根拠

ORDレコード
ord-f64c5c6dd2034cfeb4dd8e52ee18202d
出典データセット
uspto-grants-2011_12
特許番号
US08071588B2

反応ノート

読み込み中…