Hydrochloric Acid → HCID 57685687, compound

HRID 1038089Notes

Reaction equation

HRID 1038089 reaction equation
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([NH:18][C:19]([C:21]4([NH:47]C=O)[CH2:25][CH2:24][N:23]([CH2:26][C:27](=[O:46])[N:28]5[CH2:33][CH2:32][N:31]([C:34]6[CH:39]=[CH:38][C:37]([C:40]7[N:45]=[CH:44][CH:43]=[CH:42][N:41]=7)=[CH:36][CH:35]=6)[CH2:30][CH2:29]5)[CH2:22]4)=[O:20])[CH:16]=3)[NH:11][N:10]=2)=[CH:5][CH:4]=1.[OH-].[Na+]>CO.O>[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([NH:18][C:19]([C:21]4([NH2:47])[CH2:25][CH2:24][N:23]([CH2:26][C:27](=[O:46])[N:28]5[CH2:29][CH2:30][N:31]([C:34]6[CH:39]=[CH:38][C:37]([C:40]7[N:41]=[CH:42][CH:43]=[CH:44][N:45]=7)=[CH:36][CH:35]=6)[CH2:32][CH2:33]5)[CH2:22]4)=[O:20])[CH:16]=3)[NH:11][N:10]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57686201HCID 57686201, compound

Product 1

HCID 57685687HCID 57685687, compoundYield 75.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Added 2M HCl (2 ml) to a solution of 3-Formylamino-1-{2-oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-piperazin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid [3-(4-fluoro-phenyl)-1H-indazol-5-yl]-amide (6P) (10 mg, 0.015 mmol) in MeOH (2 ml) at room temperature, then stirred for 4 days at room temperature. The reaction mixture was diluted with Water (20 ml), basified with 1N NaOH (3 ml) and extracted with MeCl2 (3×50 ml). The organic layers were combined, dried over MgSO4, filtered and solvent evaporated yielding 7P as a white solid (7 mg, 73%) LCMS (MH 620.3) Retention time=2.78 minutes.

Workup

  1. extractionextracted with MeCl2 (3×50 ml)
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customsolvent evaporated

Sources & evidence

ORD record
ord-d8695e9c7d974a43b2e3393e434e6c45
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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