Triethylamine → HCID 11156286, compound

HRID 1434958Notes

Reaction equation

HRID 1434958 reaction equation
[CH3:1][C:2]1([CH3:33])[CH2:7][CH:6]([NH:8][C:9]2[N:14]=[C:13]([C:15]3[S:19][C:18]([C:20]4[S:21][C:22]([CH2:25][NH:26]S(C)(=O)=O)=[CH:23][CH:24]=4)=[CH:17][CH:16]=3)[CH:12]=[CH:11][N:10]=2)[CH2:5][C:4]([CH3:32])([CH3:31])[NH:3]1.C(N(CC)CC)C.[CH3:41][O:42][CH2:43][C:44](Cl)=[O:45]>C1COCC1>[CH3:41][O:42][CH2:43][C:44]([NH:26][CH2:25][C:22]1[S:21][C:20]([C:18]2[S:19][C:15]([C:13]3[CH:12]=[CH:11][N:10]=[C:9]([NH:8][CH:6]4[CH2:7][C:2]([CH3:1])([CH3:33])[NH:3][C:4]([CH3:31])([CH3:32])[CH2:5]4)[N:14]=3)=[CH:16][CH:17]=2)=[CH:24][CH:23]=1)=[O:45]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 96623Methoxyacetyl chlorideHCID 11454944HCID 11454944, compound

Product 1

HCID 11156286HCID 11156286, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound of Example 68 (133 mg, 0.31 mmol) was dissolved in 7 ml THF and 0.2 ml triethylamine and 37 mg (0.35 mmol) methoxyacetylchloride added. This mixture was stirred at room temperature for 3 hours. Afterwards the solution was evaporated and the crude was purified by chromatography on silicagel (DCM/MeOH/ammonia:95/5/0.5). Yield: 137 mg (88%).

Workup

  1. customAfterwards the solution was evaporated
  2. customthe crude was purified by chromatography on silicagel (DCM/MeOH/ammonia:95/5/0.5)

Sources & evidence

ORD record
ord-70e9f58e451f4b12963a90bb68482da0
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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