Formic Acid → HCID 20616889, compound

HRID 2119597Notes

Reaction equation

Cl.[NH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]1[S:8][CH:9]=[C:10]([C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH3:20])=[O:13])[N:11]=1.[S:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[S:26](Cl)(=[O:28])=[O:27].C(O)=O>CO.O1CCOCC1.CCN(CC)CC>[CH3:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:12]([C:10]1[N:11]=[C:7]([NH:6][CH2:5][CH2:4][CH2:3][NH:2][S:26]([C:22]2[S:21][CH:25]=[CH:24][CH:23]=2)(=[O:28])=[O:27])[S:8][CH:9]=1)=[O:13]

Participants

Conditions

Temperature: 60 °C

Procedure

A solution of 15.6 mg (0.5 mmol) [2-(3-Amino-propylamino)-thiazol-4-yl]-o-tolyl-methanone hydrochloride in 1 ml methanol was treated with 11.9 mg (0.65 mmol) thiophene-2-sulfonyl chloride in 0.13 ml dioxane and 34.7 ul NEt3. The mixture was stirred at 60° C. for 16 h and after addition of 0.5 ml formic acid subjected to preparative HPLC separation on reversed phase eluting with an acetonitrile/water gradient. Evaporation of the product fractions yielded 6.2 mg (29%) of the title compound.

Workup

customHPLC separation on reversed phase
washeluting with an acetonitrile/water gradient
customEvaporation of the product fractions

Sources & evidence

ORD record: ord-304a94b58399447aa4d6f1df855a7f45
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06686381B2

Reaction notes

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