Triethylamine → HCID 68886565, compound

HRID 491919Notes

Reaction equation

HRID 491919 reaction equation
[C:1]([C:5]1[N:6]=[N:7][N:8]([CH2:10][C@H:11]([N:18]2[CH2:23][C:22]3[CH:24]=[C:25]([O:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[N:26]=[CH:27][C:21]=3[N:20]=[C:19]2[NH2:35])[CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:9]=1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH3:43][O:44][CH2:45][C:46](Cl)=[O:47]>C(Cl)Cl>[C:1]([C:5]1[N:6]=[N:7][N:8]([CH2:10][C@@H:11]([N:18]2[CH2:23][C:22]3[CH:24]=[C:25]([O:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[N:26]=[CH:27][C:21]=3[N:20]=[C:19]2[NH:35][C:46](=[O:47])[CH2:45][O:44][CH3:43])[CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 96623Methoxyacetyl chlorideHCID 57678364HCID 57678364, compound

Product 1

HCID 68886565HCID 68886565, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound #152 (0.115 g, 0.24 mmol), prepared, for example, as described in Example 44 above, was taken up into DCM (5 mL) and then triethylamine (34 μL, 0.24 mmol) was added. Methoxy-acetyl chloride (22 μL, 0.24 mmol) was added, and the reaction mixture was stirred at room temperature overnight. The reaction mixture was purified using normal phase chromatography (heptanes:EtOAc) to yield the title compound as a white powder.

Workup

  1. customThe reaction mixture was purified

Sources & evidence

ORD record
ord-3ae0e1212c3d4f128d60081af1a48e10
Source dataset
uspto-grants-2009_05
Patent number
US07531545B2

Reaction notes

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