Benzenemethanamine, 3,4-dichloro- → HCID 67214063, compound

HRID 2421609Notes

Reaction equation

HRID 2421609 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10]([OH:12])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][C:24]=1[Cl:25])[CH2:20][NH2:21]>>[Cl:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][C:24]=1[Cl:25])[CH2:20][NH:21][C:10]([C:9]1[CH:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:15]=[CH:14][CH:13]=1)=[O:12]

Participants

3

Reactant 2

HCID 1608Benzenemethanamine, 3,4-dichloro-HCID 12854(1,1'-Biphenyl)-3-carboxylic acid

Product 1

HCID 67214063HCID 67214063, compound

Procedure

Using preparation method 1, 3-phenylbenzoic acid (125 mg, 0.63 mmol) was reacted with 3,4-dichlorobenzylamine (123 mg, 0.7 mmol). The product was purified by flash chromatography on SiO2 using CH2Cl2/hexanes 50:50 then CH2Cl2 100%. White crystals were obtained (111 mg, 50%). NMR 1H (ppm, CDCl3): 8.00 (s, 1H), 7.73 (dd, J3=7.7 Hz, J4=1.6 Hz, 2H), 7.59 (d, J3=7.3 Hz, 2H), 7.50 (t, J3=7.7 Hz, 1H), 7.46-7.34 (m, 6H), 7.19 (dd, J3=8.2 Hz, J4=1.8 Hz, 1H), 6.54 (br. s, 1H), 4.61 (d, J3=5.9 Hz, 2H).

Workup

  1. customThe product was purified by flash chromatography on SiO2
  2. customWhite crystals were obtained (111 mg, 50%)

Sources & evidence

ORD record
ord-6d521252bc6f4c04a20f31735c6efbfc
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

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