Sodium Bicarbonate → HCID 178483737, compound

HRID 234836Notes

Reaction equation

HRID 234836 reaction equation
COC1C=CC(C[O:8][C:9]2[C:31]3[C:17]4=[N:18][N:19]([CH3:30])[C:20]5[CH:21]=[CH:22][C:23]([NH:24][CH2:25][CH2:26][N:27]([CH3:29])[CH3:28])=[C:15]([C:16]=54)[C:14](=[O:32])[C:13]=3[CH:12]=[N:11][CH:10]=2)=CC=1.C(=O)(O)[O-].[Na+]>ClCCl>[CH3:28][N:27]([CH3:29])[CH2:26][CH2:25][NH:24][C:23]1[CH:22]=[CH:21][C:20]2[N:19]([CH3:30])[N:18]=[C:17]3[C:31]4[C:9]([OH:8])=[CH:10][N:11]=[CH:12][C:13]=4[C:14](=[O:32])[C:15]=1[C:16]=23

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 1074250010-p-Methoxybenzyloxy-5-[[2-(dimethylamino)ethyl]amino]-2-methylisoquino [5,6,7-cd]indazole-6(2H)-one

Product 1

HCID 178483737HCID 178483737, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a mixture of 10-(p-methoxybenzyloxy)-5-[[2-(dimethylamino)ethyl]amino]-2-methylisoquino[5,6,7-cd]indazole-6(2H)-one of Example 28(0.010 g) in dichloromethane (1 mL) trifluoroacetic acid is added upon which all solid is in solution. After 1 h the mixture is diluted with dichloromethane (3 mL) and a saturated solution of sodium bicarbonate (5 mL) is added. The dichloromethane layer is separated and the aqueous phase extracted with dichloromethane (3×8 mL). The extracts are dried over magnesium sulfate and removed under a slow nitrogen stream. The material is placed under vacuum for 2 h to give 5-[[2-(dimethylamino)ethyl]amino]-2-methyl-10-hydroxyisoquino[5,6,7-cd]indazole-6(2H)-one as an amorphous solid.

Workup

  1. additionis added upon which all solid
  2. customThe dichloromethane layer is separated
  3. extractionthe aqueous phase extracted with dichloromethane (3×8 mL)
  4. dry with materialThe extracts are dried over magnesium sulfate
  5. customremoved under a slow nitrogen stream

Sources & evidence

ORD record
ord-3671311753ca4a5086f376b146c68076
Source dataset
uspto-grants-1997_01
Patent number
US05596097

Reaction notes

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