Potassium Carbonate → HCID 11237965, compound

HRID 1375616Notes

Reaction equation

[CH:1]1([N:6]2[CH2:11][CH2:10][CH:9]([N:12]3[CH2:17][CH2:16][CH2:15][C@H:14]([NH:18][S:19]([C:22]4[CH:31]=[CH:30][C:29]5[C:24](=[CH:25][CH:26]=[C:27]([Cl:32])[CH:28]=5)[CH:23]=4)(=[O:21])=[O:20])[C:13]3=[O:33])[CH2:8][CH2:7]2)[CH2:5]CC[CH2:2]1.Br[CH2:35][C:36]([O:38][CH3:39])=[O:37].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:39][O:38][C:36](=[O:37])[CH2:35][N:18]([S:19]([C:22]1[CH:31]=[CH:30][C:29]2[C:24](=[CH:25][CH:26]=[C:27]([Cl:32])[CH:28]=2)[CH:23]=1)(=[O:21])=[O:20])[C@H:14]1[CH2:15][CH2:16][CH2:17][N:12]([CH:9]2[CH2:10][CH2:11][N:6]([CH:1]([CH3:2])[CH3:5])[CH2:7][CH2:8]2)[C:13]1=[O:33]

Participants

Conditions

Temperature: 0 °C

Procedure

To a mixture of the product obtained from Example 1, step d (69 mg, 0.13 mmol) in DMF (2.0 mL) at 0° C. were added methyl bromoacetate (0.05 mL) and potassium carbonate (50 mg). After stirring at 0° C. for 2 hr, the solid was filtered out, and the solvent was removed. HPLC purification (50% to 100% acetonitrile/water) gave the desired product as a solid. LC-MS found: (M+1)+=594.30.

Workup

filtrationthe solid was filtered out
customthe solvent was removed
customHPLC purification (50% to 100% acetonitrile/water)

Sources & evidence

ORD record: ord-d083a62e8f0b4377ba59c86ea6d4871c
Source dataset: uspto-grants-2007_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07169795B2

Reaction notes

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