Formic Acid → HCID 18434191, compound

HRID 1636770Notes

Reaction equation

HRID 1636770 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][N:15]([CH2:17][CH:18]=[CH2:19])[CH3:16])[CH:5]=[CH:4][C:3]=1[C:20]([C:22]1[CH:27]=[CH:26][C:25]([Br:28])=[CH:24][CH:23]=1)=[O:21].[CH:29](O)=[O:30]>C(N)=O>[CH2:17]([N:15]([CH3:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][O:8][C:6]1[CH:5]=[CH:4][C:3]([C:20](=[O:21])[C:22]2[CH:27]=[CH:26][C:25]([Br:28])=[CH:24][CH:23]=2)=[C:2]([NH:1][CH:29]=[O:30])[CH:7]=1)[CH:18]=[CH2:19]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 10873957HCID 10873957, compound

Product 1

HCID 18434191HCID 18434191, compound

Reagents, catalysts & solvents 1

HCID 713FormamideSolvent

Procedure

A solution of 230 mg of [2-amino-4-[6-(allyl-methyl-amino)-hexyloxy]-phenyl]-(4-bromo-phenyl)-methanone (Ex. 36) in 0.5 ml of formic acid and 2 ml of formamide is boiled at 165° C. for 5 min., concentrated at 170° C./0.1 Torr in a bulb-tube and converted into the free amine with methylene chloride/saturated sodium bicarbonate solution. After purification over silica gel with methylene chloride/methanol (2.5%) as the eluent there are obtained 30 mg of N-[5-[6-(allyl-methyl-amino)-hexyloxy]-2-(4-bromo-benzoyl)-phenyl]-formamide, MS: m/e 473 (M+H+, 1Br).

Workup

  1. customfor 5 min.
  2. concentrationconcentrated at 170° C./0.1 Torr in a bulb-tube
  3. customAfter purification over silica gel with methylene chloride/methanol (2.5%) as the eluent there

Sources & evidence

ORD record
ord-a9abc462f4c442589651b7f45aa477c5
Source dataset
uspto-grants-2000_03
Patent number
US06034275

Reaction notes

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