Sodium Carbonate → HCID 135979591、化合物

HRID 605940ノート

反応式

HRID 605940 の反応式
CN1CCN(C2C=CC(NC3C4[N:17]([N:29]=[CH:30]N=4)[C:18]([C:21]4C=C(C(N)=O)SC=4)=CN=3)=CC=2)CC1.Br[C:33]1[N:38]2[N:39]=[CH:40][N:41]=[C:37]2[C:36]([NH:42][C:43]2[CH:48]=[CH:47][C:46]([N:49]3[CH2:54][CH2:53][O:52][CH2:51][CH2:50]3)=[CH:45][C:44]=2[F:55])=[N:35][CH:34]=1.CC1(C)C(C)(C)OB(C2C=NNC=2)O1.C([O-])([O-])=O.[Na+].[Na+]>O1CCOCC1.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>[F:55][C:44]1[CH:45]=[C:46]([N:49]2[CH2:54][CH2:53][O:52][CH2:51][CH2:50]2)[CH:47]=[CH:48][C:43]=1[NH:42][C:36]1[C:37]2[N:38]([N:39]=[CH:40][N:41]=2)[C:33]([C:21]2[CH:30]=[N:29][NH:17][CH:18]=2)=[CH:34][N:35]=1

参加物

7

反応物 4

HCID 10340Sodium CarbonateHCID 27740104-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 575899284-{8-[4-(4-Methyl-piperazin-1-yl)-phenylamino]-[1,2,4]triazolo[1,5-a]pyrazin-5-yl}-thiophene-2-carboxylic acid amideHCID 57590026HCID 57590026、化合物

生成物 1

HCID 135979591HCID 135979591、化合物収率 38%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 312751,4-Dioxane溶媒

実験手順

This compound may be prepared using methods as described for Compound 6, step 4, using (5-bromo-[1,2,4]triazolo[1,5-a]pyrazin-8-yl)-(2-fluoro-4-morpholin-4-yl-phenyl)-amine (80 mg, 0.203 mmol), 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (79 mg, 0.406 mmol), and Pd(PPh3)4 (59 mg, 0.051 mmol) in 1.5N Na2CO3 (1.09 mL, 1.62 mmol) and dioxane (3.25 mL). The reaction mixture is purified by silica gel column chromatography eluting with 97:3 DCM:NH3 (7M in MeOH). The fractions containing the product are combined and evaporated in vacuo to afford a solid which is triturated with diethyl ether and petroleum ether to yield the title compound (29 mg, 38%). LCMS: Rt 2.90 min (96%).

後処理

  1. customThis compound may be prepared
  2. customThe reaction mixture is purified by silica gel column chromatography
  3. washeluting with 97:3 DCM
  4. additionThe fractions containing the product
  5. customevaporated in vacuo
  6. customto afford a solid which
  7. customis triturated with diethyl ether and petroleum ether

出典と根拠

ORDレコード
ord-816328779faf407089631204f29c7e69
出典データセット
uspto-grants-2011_03
特許番号
US07915256B2

反応ノート

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