Triethylamine → HCID 44180517, compound

HRID 1944121Notes

Reaction equation

HRID 1944121 reaction equation
[C:1]([N:5]([CH3:29])[C:6]([C:8]1[N:12]2[CH2:13][CH2:14][C:15]3[C:20]([C:11]2=[C:10]([C:24]2[S:25][CH:26]=[CH:27][CH:28]=2)[CH:9]=1)=[CH:19][C:18]([NH2:21])=[C:17]([O:22][CH3:23])[CH:16]=3)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH3:37][O:38][CH2:39][C:40](Cl)=[O:41]>ClCCl>[C:1]([N:5]([CH3:29])[C:6]([C:8]1[N:12]2[CH2:13][CH2:14][C:15]3[C:20]([C:11]2=[C:10]([C:24]2[S:25][CH:26]=[CH:27][CH:28]=2)[CH:9]=1)=[CH:19][C:18]([NH:21][C:40](=[O:41])[CH2:39][O:38][CH3:37])=[C:17]([O:22][CH3:23])[CH:16]=3)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 96623Methoxyacetyl chlorideHCID 58147578HCID 58147578, compound

Product 1

HCID 44180517HCID 44180517, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of the product of example 95 (30 mg), triethylamine (10.2 μl) and methoxyacetyl chloride (6.7 μl) was stirred at room temperature for 3 h. The reaction mixture was diluted with dichloromethane and washed with water. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by preparative HPLC (0→90% acetonitrile; system 1).

Workup

  1. washwashed with water
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by preparative HPLC (0→90% acetonitrile; system 1)

Sources & evidence

ORD record
ord-52854fb74b9b42ebaa7f761ca29561f4
Source dataset
uspto-grants-2013_03
Patent number
US08394789B2

Reaction notes

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