HCID 178521832, compound → HCID 178510686, compound

HRID 1037998Notes

Reaction equation

HRID 1037998 reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][C:13]1[C:21]2[C:16](=[CH:17][CH:18]=[C:19]([NH:22][C:23]([CH:25]3[CH2:29][CH2:28][N:27]([CH2:30][C:31](=[O:50])[N:32]4[CH2:37][CH2:36][N:35]([C:38]5[CH:43]=[CH:42][C:41]([C:44]6[N:49]=[CH:48][CH:47]=[CH:46][N:45]=6)=[CH:40][CH:39]=5)[CH2:34][CH2:33]4)[CH2:26]3)=[O:24])[CH:20]=2)[NH:15][N:14]=1>C(O)C.O.NN>[NH2:3][CH2:12][C:13]1[C:21]2[C:16](=[CH:17][CH:18]=[C:19]([NH:22][C:23]([CH:25]3[CH2:29][CH2:28][N:27]([CH2:30][C:31](=[O:50])[N:32]4[CH2:33][CH2:34][N:35]([C:38]5[CH:43]=[CH:42][C:41]([C:44]6[N:49]=[CH:48][CH:47]=[CH:46][N:45]=6)=[CH:40][CH:39]=5)[CH2:36][CH2:37]4)[CH2:26]3)=[O:24])[CH:20]=2)[NH:15][N:14]=1

Participants

4

Reactant 1

HCID 178521832HCID 178521832, compound2×

Product 1

HCID 178510686HCID 178510686, compoundYield 29.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 24654Hydrazine hydrate (1:1)Solvent

Procedure

1-{2-Oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-piperazin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid [3-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-1H-indazol-5-yl]-amide (compound 50 from Example 78, 424 mg, 0.633 mmol) was dissolved in ethanol and 0.31 ml of hydrazine hydrate. The mixture was heated at 80 C for 20 hrs and then evaporated to dryness. The mixture was chromatographed on silica gel to obtain 100 mg of title product.

Workup

  1. temperatureThe mixture was heated at 80 C for 20 hrs
  2. customevaporated to dryness
  3. customThe mixture was chromatographed on silica gel

Sources & evidence

ORD record
ord-edd047ac480b4f7ab86d57679dfa7cce
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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