1-Hydroxybenzotriazole → 2-cyclopropyl-1-(4-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazin-1-yl)ethanone

HRID 531735ノート

反応式

HRID 531735 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:42]=[CH:43][CH:44]=1)[CH2:5][N:6]1[CH:10]=[C:9]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[C:17]([C:20]4[CH:25]=[CH:24][C:23]([N:26]5[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]5)=[CH:22][CH:21]=4)[CH:18]=3)[N:13]([S:32]([C:35]3[CH:41]=[CH:40][C:38]([CH3:39])=[CH:37][CH:36]=3)(=[O:34])=[O:33])[CH:12]=2)[CH:8]=[N:7]1.Cl.[CH:46]1([CH2:49][C:50](O)=[O:51])[CH2:48][CH2:47]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C>CN(C=O)C>[CH:46]1([CH2:49][C:50]([N:29]2[CH2:28][CH2:27][N:26]([C:23]3[CH:24]=[CH:25][C:20]([C:17]4[CH:18]=[C:19]5[C:11]([C:9]6[CH:8]=[N:7][N:6]([CH2:5][C:4]7[CH:42]=[CH:43][CH:44]=[C:2]([F:1])[CH:3]=7)[CH:10]=6)=[CH:12][N:13]([S:32]([C:35]6[CH:41]=[CH:40][C:38]([CH3:39])=[CH:37][CH:36]=6)(=[O:33])=[O:34])[C:14]5=[N:15][CH:16]=4)=[CH:21][CH:22]=3)[CH2:31][CH2:30]2)=[O:51])[CH2:48][CH2:47]1

参加物

7

反応物 5

HCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 676603122-Cyclopropylacetic acid hydrochlorideHCID 900312383-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(piperazin-1-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

生成物 1

HCID 900301172-cyclopropyl-1-(4-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazin-1-yl)ethanone

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(piperazin-1-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (75 mg, 0.123 mmol) and 2-cyclopropylacetic acid hydrochloride (26 mg, 0.185 mmol) in DMF (2 mL) was added HATU (71 mg, 0.185 mmol), HOBt (25 mg, 0.185 mmol) and DIPEA (86 μL, 0.494 mmol) and stirred at RT overnight. Added ice water and extracted with 10% methanol in DCM. Organic layer was washed with brine solution, dried over sodium sulphate and distilled out the solvent to get 60 mg (70.58%) yield of the title compound. MS: m/z=689.2 (M+1).

後処理

  1. extractionAdded ice water and extracted with 10% methanol in DCM
  2. washOrganic layer was washed with brine solution
  3. dry with materialdried over sodium sulphate
  4. distillationdistilled out the solvent

出典と根拠

ORDレコード
ord-42582faea0394ffab1f6fb6206137863
出典データセット
uspto-grants-2016_05
特許番号
US09353107B2

反応ノート

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