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Potassium Carbonate → (S)-tert-butyl 2-(4-(6-(benzyloxy)pyridin-2-ylamino)phenyl)-4-(3-methylmorpholino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate

HRID 1697957
ノート
印刷プレビュー

反応式

HRID 1697957 の反応式
Cl[C:2]1[N:3]=[C:4]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][C@@H:20]2[CH3:25])[C:5]2[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][C:6]=2[N:7]=1.[CH2:26]([O:33][C:34]1[N:39]=[C:38]([NH:40][C:41]2[CH:46]=[CH:45][C:44](B3OC(C)(C)C(C)(C)O3)=[CH:43][CH:42]=2)[CH:37]=[CH:36][CH:35]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C(=O)([O-])[O-].[K+].[K+].C([O-])(=O)C.[K+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.O.C(#N)C>[CH2:26]([O:33][C:34]1[N:39]=[C:38]([NH:40][C:41]2[CH:46]=[CH:45][C:44]([C:2]3[N:3]=[C:4]([N:19]4[CH2:24][CH2:23][O:22][CH2:21][C@@H:20]4[CH3:25])[C:5]4[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][C:6]=4[N:7]=3)=[CH:43][CH:42]=2)[CH:37]=[CH:36][CH:35]=1)[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][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

8

反応物 4

HCID 11430Potassium CarbonateHCID 517044Potassium AcetateHCID 582225306-(benzyloxy)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridin-2-amineHCID 59239275(S)-tert-butyl 2-chloro-4-(3-methylmorpholino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate

生成物 1

HCID 59239075
(S)-tert-butyl 2-(4-(6-(benzyloxy)pyridin-2-ylamino)phenyl)-4-(3-methylmorpholino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate
収率 90%

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

To a mixture of (S)-tert-butyl 2-chloro-4-(3-methylmorpholino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate (by) (54 mg, 0.15 mmol), 6-(benzyloxy)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridin-2-amine (ow) (prepared in Example 289, 61 mg, 0.15 mmol), Tetrakis(triphenylphosphine)palladium(0) (11.7 mg, 0.0101 mmol), Potassium carbonate (26.8 mg, 0.194 mmol) and Potassium acetate (19.9 mg, 0.203 mmol) was added Acetonitrile (0.56 mL) and Water (0.23 mL) under N2. The reaction was microwaved at 120° C. for 20 minutes. After evaporation of solvents, the residue was purified on a silica gel column to give the desired product (80 mg, 90% yield) as slightly brown powder. The 1H-NMR, TLC and LC-MS were identical to the one in Example 299.

後処理

  1. customThe reaction was microwaved at 120° C. for 20 minutes
  2. customAfter evaporation of solvents
  3. customthe residue was purified on a silica gel column

出典と根拠

ORDレコード
ord-291fcdd43744476eb5ef44b30e3b9a91
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08163763B2

反応ノート

読み込み中…

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