Potassium Carbonate → HCID 68648233, compound

HRID 1162545Notes

Reaction equation

HRID 1162545 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([NH:15][S:16]([C:19]3[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:20]=3[O:27][CH3:28])(=[O:18])=[O:17])[S:13][CH:14]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].Br[CH2:30][C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:34]([O:33][C:31](=[O:32])[CH2:30][N:15]([S:16]([C:19]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:20]=1[O:27][CH3:28])(=[O:18])=[O:17])[C:12]1[S:13][CH:14]=[C:10]([C:7]2[CH:8]=[CH:9][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5][CH:6]=2)[N:11]=1)([CH3:37])([CH3:36])[CH3:35]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 59520368N-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-2,5-dimethoxy-benzenesulfonamide

Product 1

HCID 68648233HCID 68648233, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

{(2,5-Dimethoxy-benzenesulfonyl)-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-amino}-acetic acid tert-butyl ester was prepared following general procedure F using N-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-2,5-dimethoxy-benzenesulfonamide (126 mg, 0.3 mmol), tert-butyl bromoacetate (90.4 μL, 98%, 0.6 mmol), potassium carbonate (124 mg, 0.9 mmol) and DMF (1 mL). Purification (silica gel, ethyl acetate/hexanes 1:4) gave the product compound (111 mg, 0.208 mmol). LCMS m/z: 533 (M+1)+.

Workup

  1. customPurification (silica gel, ethyl acetate/hexanes 1:4)

Sources & evidence

ORD record
ord-f7e7dbdec8f143c6add2041975b4b56a
Source dataset
uspto-grants-2010_10
Patent number
US07820704B2

Reaction notes

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