Triethylamine → HCID 69312113, compound

HRID 269530Notes

Reaction equation

HRID 269530 reaction equation
[C:1](Cl)(=[O:5])[CH2:2][CH2:3][CH3:4].[CH3:7][O:8][C:9]([C:11]1[CH:12]=[C:13]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[Br:24])[CH:14]=[C:15]([NH2:17])[CH:16]=1)=[O:10].C(N(CC)CC)C>ClCCl.C(OCC)C>[CH3:7][O:8][C:9]([C:11]1[CH:12]=[C:13]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[Br:24])[CH:14]=[C:15]([NH:17][C:1](=[O:5])[CH2:2][CH2:3][CH3:4])[CH:16]=1)=[O:10]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 8855Butyryl chlorideHCID 693107195-Amino-2'-bromobiphenyl-3-carboxylic acid methyl ester

Product 1

HCID 69312113HCID 69312113, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

Butyryl chloride (55 mg, 0.52 mmol) was added to a solution of 5-amino-2′-bromo-biphenyl-3-carboxylic acid methyl ester (153 mg, 0.5 mmol) and triethylamine (76 mg, 0.75 mmol) in dichloromethane (5 ml) and the mixture left at room temperature for 30 minutes. The resulting solution was diluted with diethyl ether, washed with 1M hydrochloric acid and saturated sodium bicarbonate, dried (MgSO4) and evaporated to dryness to yield the title compound as a light yellow gum. (161 mg, 88%).

Workup

  1. washwashed with 1M hydrochloric acid and saturated sodium bicarbonate
  2. dry with materialdried (MgSO4)
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-70c6d69bcc764d978ccd31c8ab4f8bcd
Source dataset
uspto-grants-2008_11
Patent number
US07446222B2

Reaction notes

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