Water → Benzyl 1-(3-bromo-7-fluoro-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)ethylcarbamate

HRID 1715035Notes

Reaction equation

HRID 1715035 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:25]=1)[C:7](=[O:24])[CH:8]=[C:9]([CH:11]([NH:13][C:14](=[O:23])[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:12])[N:10]=2.[Br:26]Br.O>C(O)(=O)C>[Br:26][C:8]1[C:7](=[O:24])[N:6]2[CH:25]=[C:2]([F:1])[CH:3]=[CH:4][C:5]2=[N:10][C:9]=1[CH:11]([NH:13][C:14](=[O:23])[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:12]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 58796860Benzyl 1-(7-fluoro-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)ethylcarbamate

Product 1

HCID 58796910Benzyl 1-(3-bromo-7-fluoro-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)ethylcarbamateYield 65.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

E1 (385 mg, 1.13 mmol) was dissolved in 14 mL of acetic acid. Bromine (58 μL, 1.13 mmol) was added dropwise. The reaction was stirred for 30 min at room temperature. Water (40 mL) was added into the reaction, and the reaction was stirred for another 30 min generating a white precipitate that was filtered, washed with water and dried to yield E2 (312 mg).

Workup

  1. stirringthe reaction was stirred for another 30 min
  2. filtrationwas filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-f00e803f38f34d4d986cb1eb53ed2020
Source dataset
uspto-grants-2010_09
Patent number
US07799795B2

Reaction notes

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