1,1'-Carbonyldiimidazole → HCID 19902259, compound

HRID 2372758Notes

Reaction equation

HRID 2372758 reaction equation
C(N1C=CN=C1)(N1C=CN=C1)=O.[CH:13]1([C:22]([OH:24])=O)[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:15][CH2:14]1.[F:25][C:26]1[CH:40]=[CH:39][C:29]2[C:30]([CH:33]3[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]3)=[N:31][O:32][C:28]=2[CH:27]=1>ClCCl>[F:25][C:26]1[CH:40]=[CH:39][C:29]2[C:30]([CH:33]3[CH2:34][CH2:35][N:36]([C:22]([CH:13]4[C:21]5[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=5)[CH2:15][CH2:14]4)=[O:24])[CH2:37][CH2:38]3)=[N:31][O:32][C:28]=2[CH:27]=1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 857281H-Indene-1-carboxylic acid, 2,3-dihydro-HCID 8494213-(4-Piperidyl)-6-fluoro-1,2-benzisoxazole

Product 1

HCID 19902259HCID 19902259, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

4.2 g of carbonyldiimidazole are added to 3.7 g of 1-indanecarboxylic acid (Synthesis (1987) 845) dissolved in 15 ml of dichloromethane. After stirring for 1 hour 30 minutes at room temperature, 5 g of 6-fluoro-3-piperid-4-yl-1,2-benzisoxazole, dissolved in 10 ml of dichloromethane, are added. The mixture is stirred for 48 hours at room temperature and then concentrated to dryness and the residue is extracted with ethyl acetate. The organic phase is washed with hydrochloric acid, then with sodium bicarbonate solution and finally with water. It is dried over magnesium sulfate and concentrated. The oil obtained is used without further treatment.

Workup

  1. additionare added
  2. stirringThe mixture is stirred for 48 hours at room temperature
  3. concentrationconcentrated to dryness
  4. extractionthe residue is extracted with ethyl acetate
  5. washThe organic phase is washed with hydrochloric acid
  6. dry with materialIt is dried over magnesium sulfate
  7. concentrationconcentrated
  8. customThe oil obtained

Sources & evidence

ORD record
ord-51cc0f06ebde45e99718b179029efe5a
Source dataset
uspto-grants-1992_03
Patent number
US05100902

Reaction notes

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