Hydrochloric Acid → HCID 59395776, compound

HRID 1097717Notes

Reaction equation

HRID 1097717 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([NH:12][NH2:13])=[O:11].CCN(C(C)C)C(C)C.[Cl:23][CH2:24][CH2:25][CH2:26][C:27](Cl)=O.Cl>C(Cl)Cl>[Cl:23][CH2:24][CH2:25][CH2:26][C:27]1[O:11][C:10]([CH2:9][C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[F:1])=[N:12][N:13]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 783704-Chlorobutyryl chlorideHCID 81531DiisopropylethylamineHCID 50999453HCID 50999453, compound

Product 1

HCID 59395776HCID 59395776, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of 2-(2,4-difluorophenyl)acetohydrazide (570 mg, 3.06 mmol) and DIPEA (0.553 ml, 3.2 mmol) in dry DCM (30 ml) was added to 4-chlorobutyryl chloride (0.343 ml, 3.06 mmol) in dry DCM (5 ml) over 15 min. An immediate white precipitate formed. After stirring for 1 h, 2M HCl (20 ml) was added and the solid 2-(3-chloropropyl)-5-[(2,4-difluorophenyl)methyl]-1,3,4-oxadiazole was filtered off, washed with water and dried (726 mg).

Workup

  1. customAn immediate white precipitate formed
  2. filtrationthe solid 2-(3-chloropropyl)-5-[(2,4-difluorophenyl)methyl]-1,3,4-oxadiazole was filtered off
  3. washwashed with water
  4. customdried (726 mg)

Sources & evidence

ORD record
ord-13300fc747dd4aa7a29c87a8c94febb1
Source dataset
uspto-grants-2012_03
Patent number
US08143264B2

Reaction notes

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