Methanol → HCID 107908220, compound

HRID 594196Notes

Reaction equation

HRID 594196 reaction equation
Br(O)(=O)=O.[Br:5][C:6]1[S:10][C:9]([NH2:11])=[N:8][CH:7]=1.N1C=CC=CC=1.[Br:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23](Cl)=[O:24].CO>C(Cl)Cl>[Br:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([NH:11][C:9]1[S:10][C:6]([Br:5])=[CH:7][N:8]=1)=[O:24]

Participants

6

Reactant 4

HCID 887MethanolHCID 1049PyridineHCID 5211735-Bromovaleryl chlorideHCID 86595013HCID 86595013, compound

Product 1

HCID 107908220HCID 107908220, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 5-bromothiazol-2-amine bromate (1 g) in methylene chloride (12 mL) was added a solution of pyridine (0.68 mL) and 5-bromopentanoyl chloride (0.54 mL) in methylene chloride (0.7 mL). The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was added with methanol (0.7 mL) and concentrated under reduced pressure. The obtained residue was added with 1 N hydrochloric acid (13 mL). The obtained solid was washed with tert-butyl methyl ether and dried to give the titled compound (1.06 g) having the following physical data.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionThe obtained residue was added with 1 N hydrochloric acid (13 mL)
  3. washThe obtained solid was washed with tert-butyl methyl ether
  4. customdried

Sources & evidence

ORD record
ord-b64f240cfe9d4795a97ea5671554bc1f
Source dataset
uspto-grants-2016_01
Patent number
US09242977B2

Reaction notes

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