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Toluene → HCID 25260912、化合物

HRID 1093299
ノート
印刷プレビュー

反応式

HRID 1093299 の反応式
[CH:1]12[O:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][N:3]([C:9]1[N:14]=[C:13](Cl)[N:12]=[C:11]3[N:16]([CH:19]4[CH2:24][CH2:23][N:22]([C:25]([O:27][CH:28]([CH3:30])[CH3:29])=[O:26])[CH2:21][CH2:20]4)[N:17]=[CH:18][C:10]=13)[CH2:2]2.[C:31]1(C)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.[NH2:38]OB(C1C=CC=CC=1)O.C([O-])([O-])=O.[Na+].[Na+]>C(O)C>[NH2:38][C:31]1[CH:36]=[CH:35][C:34]([C:13]2[N:12]=[C:11]3[N:16]([CH:19]4[CH2:20][CH2:21][N:22]([C:25]([O:27][CH:28]([CH3:30])[CH3:29])=[O:26])[CH2:23][CH2:24]4)[N:17]=[CH:18][C:10]3=[C:9]([N:3]3[CH2:4][CH:5]4[O:8][CH:1]([CH2:7][CH2:6]4)[CH2:2]3)[N:14]=2)=[CH:33][CH:32]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 1140TolueneHCID 10340Sodium CarbonateHCID 57227478HCID 57227478、化合物HCID 86629384HCID 86629384、化合物

生成物 1

HCID 25260912HCID 25260912、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

isopropyl 4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate (680 mg, 1.56 mmol) was dissolved in ethanol (8 mL) and toluene (8 mL) and divided over two microwave vials. To each vial was added 1.3 eq of aminophenylboronic acid, pinacol ester (220 mg, 1 mmol to each vial) and a 2M aqueous solution of Na2CO3 (1.57 mL, 3.14 mmol, 4 eq. to each vial). The vials were purged with nitrogen gas and 10 mol % tetrakis(triphenylphosphine)palladium was added (91 mg to each vial). Each vial was heated under microwave irradiation for 60 minutes. The contents of both vials were combined, diluted with dichloromethane and water and filtered over Celite. The organic phase was washed with brine (2×), dried over MgSO4 and concentrated to give the product as an orange foam, which was used without further purification. MS: 492.3 [M+H], RT 2.31

後処理

  1. customThe vials were purged with nitrogen gas and 10 mol % tetrakis(triphenylphosphine)palladium
  2. additionwas added (91 mg to each vial)
  3. temperatureEach vial was heated under microwave irradiation for 60 minutes
  4. additiondiluted with dichloromethane and water
  5. filtrationfiltered over Celite
  6. washThe organic phase was washed with brine (2×)
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-cc26d16b1d834f75b14b3e9cc03ca8a2
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08129371B2

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート