o-Toluenesulfonyl chloride → HCID 66893689, compound

HRID 1162067Notes

Reaction equation

HRID 1162067 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:11][N:12]2[C@H:17]([CH3:18])[CH2:16][N:15]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C@@H:14]([CH3:26])[CH2:13]2)[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1.[CH3:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[S:34](Cl)(=[O:36])=[O:35]>CC#N>[CH3:26][C@H:14]1[CH2:13][N:12]([CH2:11][C:4]2[C:5]3[O:9][CH:8]=[CH:7][C:6]=3[CH:10]=[C:2]([NH:1][S:34]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=3[CH3:27])(=[O:36])=[O:35])[CH:3]=2)[C@H:17]([CH3:18])[CH2:16][N:15]1[C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20]

Participants

4

Reactant 2

HCID 8623o-Toluenesulfonyl chlorideHCID 66892496tert-Butyl trans-4-[(5-amino-1-benzofuran-7-yl)methyl]-2,5-dimethylpiperazine-1-carboxylate

Product 1

HCID 66893689HCID 66893689, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

The title product was prepared according to the procedure of Example 121, Step 4, starting from tert-butyl trans-4-[(5-amino-1-benzofuran-7-yl)methyl]-2,5-dimethylpiperazine-1-carboxylate (obtained in Example 121, Step 3) and 2-methylbenzenesulfonyl chloride (0.039 g, 0.2 mmol). Yield: 0.022 g (43%). HPLC 95% RT=1.99 min (System A; 10-97% MeCN over 3 min), 93% RT=1.85 min (System B; 10-97% MeCN over 3 min). MS (ESI+) m/z 514.2 (M+H)+.

Sources & evidence

ORD record
ord-d3bdaf63f86844cfb8bd9a53c54ac2cf
Source dataset
uspto-grants-2010_10
Patent number
US07820675B2

Reaction notes

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