Triethylamine → HCID 69453076, compound

HRID 1517633Notes

Reaction equation

HRID 1517633 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[C@H:10]([NH:14][C:15]([NH:17][C:18]1[CH:26]=[CH:25][CH:24]=[C:23]3[C:19]=1[CH:20]=[N:21][N:22]3[C:27]([O:29][CH2:30][P:31](=[O:34])([OH:33])[OH:32])=[O:28])=[O:16])[CH2:9][CH2:8]2)([CH3:4])([CH3:3])[CH3:2].[CH2:35]([N:37]([CH2:40][CH3:41])[CH2:38][CH3:39])[CH3:36]>CO>[CH2:35]([N:37]([CH2:40][CH3:41])[CH2:38][CH3:39])[CH3:36].[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[C@H:10]([NH:14][C:15]([NH:17][C:18]1[CH:26]=[CH:25][CH:24]=[C:23]3[C:19]=1[CH:20]=[N:21][N:22]3[C:27]([O:29][CH2:30][P:31](=[O:32])([OH:34])[OH:33])=[O:28])=[O:16])[CH2:9][CH2:8]2)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 16226508HCID 16226508, compound

Product 1

HCID 69453076HCID 69453076, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Suspended 50.2 mg (103 μmol) of compound from Example 21D in 10 mL methanol, added 10.4 mg (103 μmol) triethylamine, stirred the colorless solution for 10 minutes at ambient temperature, concentrated and vacuum dried. Obtained 61 mg (100% yield) of the title compound as an off-white powder. 1H NMR (methanol-d4) δ: 1.29 (t, 9H), 1.32 (s, 9H), 1.90 (m, 1H), 2.59 (m, 1H), 2.89 (m, 1H), 3.00 (m, 1H), 3.16 (q, 6H), 4.54 (d, 2H), 5.29 (t, 1H), 7.28 (s, 2H), 7.31 (s, 1H), 7.52 (t, 1H), 7.74 (d, 1H), 7.97 (d, 1H), 8.36 (s, 1H). Anal Calcd for C23H27N4O6P.1.0 triethylamine.0.7 methanol: C, 58.47; H, 7.40; N, 11.48. Found: C, 58.46; H, 7.38; N, 11.44.

Workup

  1. concentrationconcentrated
  2. customvacuum dried

Sources & evidence

ORD record
ord-97fafbc949604f82bbb64d782a995058
Source dataset
uspto-grants-2012_07
Patent number
US08232309B2

Reaction notes

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