Propylamine → HCID 67215101, compound

HRID 2421629Notes

Reaction equation

HRID 2421629 reaction equation
[CH:1]([C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12]([OH:14])=O)=[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:12](=[O:14])[C:11]1[CH:15]=[CH:16][CH:17]=[C:9]([CH:1]=[CH:2][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:10]=1)[CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 7852PropylamineHCID 333809HCID 333809, compound

Product 1

HCID 67215101HCID 67215101, compound

Procedure

Using preparation method 1, 74B (224 mg, 1 mmol) was reacted with n-propylamine (90 μL, 65 mg, 1.1 mmol). The product was purified by flash chromatography on SiO2 using CH2Cl2/hexanes 40:60 to CH2Cl2/hexanes 60:40. White crystals were obtained (154 mg, 58%). NMR 1H (ppm, CDCl3): 7.92 (s, 1H), 7.60 (t, J3=7.7 Hz, 2H), 7.51 (d, J3=7.8 Hz, 2H), 7.40 (t, J3=7.6 Hz, 1H), 7.36 (t, J3=7.5 Hz, 2H), 7.29-7.26 (m, 1H), 7.18 (d, J3=16.4 Hz, 1H), 7.10 (d, J3=16.3 Hz, 1H), 6.12 (br. s, 1H), 3.47-3.40 (m, 2H), 1.65 (sext., J3=7.2 Hz, 2H), 1.00 (t, J3=7.4 Hz, 3H).

Workup

  1. customThe product was purified by flash chromatography on SiO2
  2. customWhite crystals were obtained (154 mg, 58%)

Sources & evidence

ORD record
ord-af10f55f1564499297dabb1b6de966c6
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

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