Hydrochloric Acid → HCID 57686173, compound

HRID 1038101Notes

Reaction equation

HRID 1038101 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([N:47](C=O)[CH3:48])[CH2:25][CH2:24][N:23]([CH2:26][C:27](=[O:46])[N:28]5[CH2:33][CH:32]=[C: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.O.[OH-].[Na+]>CO>[F:2][C:3]1[CH:4]=[CH:5][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][CH3:48])[CH2:25][CH2:24][N:23]([CH2:26][C:27](=[O:46])[N:28]5[CH2:29][CH:30]=[C: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:7][CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 57686238HCID 57686238, compound

Product 1

HCID 57686173HCID 57686173, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Added 2M HCl (2 ml) to a solution of 3-(Formyl-methyl-amino)-1-{2-oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid [3-(4-fluoro-phenyl)-1H-indazol-5-yl]-amide (8T) (11 mg, 0.017 mmol) in MeOH (5 ml) at room temperature for 4 days. Evaporated solvent Added H2O (20 ml), basified with 1N NaOH (2 ml), and extracted with MeCl2 (50 ml). Separated organic layer, dried over MgSO4, filtered and evaporated solvent, yielding residue which chromatographed on silica gel eluting with 10% MeCl2/MeOH yielding 9T (5 mg) ESMS (MH 631)

Workup

  1. extractionextracted with MeCl2 (50 ml)
  2. dry with materialSeparated organic layer, dried over MgSO4
  3. filtrationfiltered
  4. customevaporated solvent
  5. customyielding residue which
  6. customchromatographed on silica gel eluting with 10% MeCl2/MeOH yielding 9T (5 mg) ESMS (MH 631)

Sources & evidence

ORD record
ord-4dd46692b36a4b05bd8c2d108b3afa00
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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