Diisobutylaluminumhydride → 2-(Hydroxymethyl)pyrazolo(1,5-c)quinazolin-5(6H)-one

HRID 616927Notes

Reaction equation

HRID 616927 reaction equation
C([O:3][C:4]([C:6]1[CH:18]=[C:17]2[N:8]([C:9](=[O:19])[NH:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=32)[N:7]=1)=O)C.[H-].C([Al+]CC(C)C)C(C)C>ClCCl>[OH:3][CH2:4][C:6]1[CH:18]=[C:17]2[N:8]([C:9](=[O:19])[NH:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=32)[N:7]=1

Participants

4

Reactant 2

HCID 21225700Diisobutylaluminumhydride2×HCID 1360233445,6-Dihydro-5-oxopyrazolo[1,5-c]quinazoline-2-carboxylic acid ethyl ester

Product 1

HCID 1354493402-(Hydroxymethyl)pyrazolo(1,5-c)quinazolin-5(6H)-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.28 g (0.005 mole) of 5,6-dihydro-5-oxopyrazolo-[1,5-c]quinazoline-2-carboxylic acid ethyl ester prepared as described in Example 2A is suspended in 100 ml of dichloromethane and treated with 7.9 ml (0.011 mole) of 20% di-isobutylaluminum hydride (Dibal). The resultant yellow solution is stirred at room temperature for 45 minutes, 2.0 ml (0.003 M) of Dibal solution is added and stirring continued for 17 hours.

Workup

  1. stirringstirring
  2. waitcontinued for 17 hours

Sources & evidence

ORD record
ord-79aab2d2ad02407392f534f6fba8078a
Source dataset
uspto-grants-1978_02
Patent number
US04076818

Reaction notes

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