3,4-dihydro-2H-pyran → HCID 19382487, compound

HRID 2400202Notes

Reaction equation

HRID 2400202 reaction equation
C(O[CH:7]([CH2:32][O:33]C1C=CC(C(=O)C(F)(F)F)=CC=1)[CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16](SCCC(O)=O)[CH2:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:12][CH:11]=1)CCCC.[O:46]1[CH:51]=[CH:50][CH2:49][CH2:48][CH2:47]1.CC1C=CC(S([O-])(=O)=[O:60])=CC=1.C1C=C[NH+]=CC=1>C(Cl)Cl>[O:33]1[CH2:32][CH:7]1[CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]([CH:16]([O:60][CH:51]2[CH2:50][CH2:49][CH2:48][CH2:47][O:46]2)[CH2:17][CH2:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 80803,4-dihydro-2H-pyranHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 19382499HCID 19382499, compound

Product 1

HCID 19382487HCID 19382487, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the product (5 g) of Step 1 in 150 mL of CH2Cl2 was treated with 10 mL of dihydropyran and 20 mg of PPTS. The mixture was stirred for 4 hrs. at r.t. and then quenched with 0.2 mL of Et3N. Evaporation of solvent gave 5.5 g of the crude title compound.

Workup

  1. customat r.t. and then quenched with 0.2 mL of Et3N
  2. customEvaporation of solvent

Sources & evidence

ORD record
ord-f0cb0b14af134a38b82641874174913d
Source dataset
uspto-grants-1995_09
Patent number
US05453443

Reaction notes

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