2-Propanesulfonyl chloride → HCID 86615488, compound

HRID 2358624Notes

Reaction equation

HRID 2358624 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)=[C:4]([NH:16][C:17]2[C:26]3[C:21](=[N:22][C:23]([CH3:27])=[CH:24][CH:25]=3)[N:20]=[CH:19][CH:18]=2)[CH:3]=1.[CH3:28][CH:29]([S:31](Cl)(=[O:33])=[O:32])[CH3:30]>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:10]=[CH:11][C:12]([O:15][S:31]([CH:29]([CH3:30])[CH3:28])(=[O:33])=[O:32])=[CH:13][CH:14]=2)=[C:4]([NH:16][C:17]2[C:26]3[C:21](=[N:22][C:23]([CH3:27])=[CH:24][CH:25]=3)[N:20]=[CH:19][CH:18]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 824082-Propanesulfonyl chlorideHCID 24897972HCID 24897972, compound

Product 1

HCID 86615488HCID 86615488, compound

Procedure

The product from Example 5 (80.0 mg, 0.195 mmol) was reacted with the propane-2-sulfonyl chloride (27.8 mg, 0.195 mmol) for 18 h following the procedure from Example 58 giving the crude title compound which was purified by HPLC with TFA providing the trifluoroacetic acid salt (20 mg, 21%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 8.90 (d, J=8.46 Hz, 1H) 8.39 (d, J=6.99 Hz, 1H) 7.76 (d, J=8.82 Hz, 1H) 7.43-7.49 (m, 1H) 7.35-7.42 (m, 2H) 7.24-7.29 (m, 2H) 7.12-7.19 (m, 2H) 6.33 (d, J=6.99 Hz, 1H) 2.75 (s, 3H) 3.66 (m, 1) 2.39 (s, 3H) 1.40 (d, J=6.99 Hz, 6H); MS (DCI NH3+) m/z 480 (M+H)+.

Sources & evidence

ORD record
ord-0571d34723d84906ad9b7484488cc152
Source dataset
uspto-grants-2010_07
Patent number
US07763731B2

Reaction notes

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