Propylamine → HCID 67214489, compound

HRID 2421626Notes

Reaction equation

HRID 2421626 reaction equation
[CH:1]([C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=O)=[CH:11][CH:10]=1)=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:18]([NH2:21])[CH2:19][CH3:20]>>[CH2:18]([NH:21][C:13](=[O:15])[C:12]1[CH:11]=[CH:10][C:9]([CH:1]=[CH:2][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)=[CH:17][CH:16]=1)[CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 7852PropylamineHCID 5162089HCID 5162089, compound

Product 1

HCID 67214489HCID 67214489, compound

Procedure

Using preparation method 1, 73B (67 mg, 0.3 mmol) was reacted with n-propylamine (27 μL, 19.5 mg, 0.33 mmol). The product was purified by flash chromatography on SiO2 using CH2Cl2/EtOAc 80:20. White crystals were obtained (48 mg, 61%). NMR 1H (ppm, CDCl3): 7.74 (d, J3=8.4 Hz, 2H), 7.53 (d, J3 8.1 Hz, 2H), 7.51 (d, J3=6.4 Hz, 2H), 7.35 (t, J3=7.1 Hz, 2H), 7.27 (tt, J3=7.2 Hz, J4=2.4 Hz, 1H), 7.17 (d, J3=16 Hz, 1H), 7.09 (d, J3=16 Hz, 1H), 6.21 (br. s, 1H), 3.45-3.38 (m, 2H), 1.64 (sext., J3=7.3 Hz, 2H), 0.98 (t, J3=7.4 Hz, 3H).

Workup

  1. customThe product was purified by flash chromatography on SiO2
  2. customWhite crystals were obtained (48 mg, 61%)

Sources & evidence

ORD record
ord-b95134f38a4442baad95a218e8d7f0f6
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

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