HCID 11046685, compound → HCID 11113481, compound

HRID 1793123Notes

Reaction equation

HRID 1793123 reaction equation
[CH2:1]([NH:7][C:8]([C:10]1[N:11]=[C:12](I)[NH:13][C:14]=1[CH2:15][CH2:16][CH3:17])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]>CO>[CH2:1]([NH:7][C:8]([C:10]1[N:11]=[C:12]([C:12]2[NH:13][C:14]([CH2:15][CH2:16][CH3:17])=[C:10]([C:8]([NH:7][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])=[O:9])[N:11]=2)[NH:13][C:14]=1[CH2:15][CH2:16][CH3:17])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

3

Reactant 1

HCID 11046685HCID 11046685, compound

Product 1

HCID 11113481HCID 11113481, compoundYield 46.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Iodide 6d (0.45 g; 1.1 mmol) was used as starting material. After cooling to rt, the reaction mixture was diluted with CH3OH and filtered. The filtrate was evaporated under vacuum, and the residue was recrystallized from CH3OH to afford 0.12 g (45%) of 1d as a white solid. mp>260 C; TLC (CH2Cl2-EtOAc, 1:1): Rf=0.51; 1H NMR (CDCl3): δ 0.88 (br t, 6H), 0.97 (t, 6H), 1.31 (br m, 12H), 1.60 (m, 4H), 1.72 (m, 4H), 3.06 (t, 4H), 3.38 (q, 4H), 7.00 (br t, 2H); 13C NMR (DMSO-d6): δ 14.2, 14.6, 22.8, 23.1, 26.9, 30.2, 31.7, 38.7, 131.3, 137.2, 163.5; UV/vis (CH3OH): max (M−1cm−1)=287 (26000), 295 (25900), 309 (14100); LRMS (CI+): m/z (%): 473 (100) [M+H]+; HRMS (CI+): calcd for C26H45N6O2 473.3604; found 473.3601; Anal. calcd for C26H44N6O2: C, 66.07; H, 9.38; N, 17.78; found: C, 66.26; H, 9.54; N, 17.83.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated under vacuum
  3. customthe residue was recrystallized from CH3OH

Sources & evidence

ORD record
ord-d2419e508c674da0968fc6df07f52955
Source dataset
uspto-grants-2006_07
Patent number
US07078528B2

Reaction notes

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