HCID 66894201, compound → HCID 66892057, compound

HRID 1161980Notes

Reaction equation

HRID 1161980 reaction equation
CN(C[CH2:11][CH2:12][N:13]([CH3:33])[C:14]1[C:22]2[O:21][CH:20]=[CH:19][C:18]=2[CH:17]=[C:16]([NH:23][S:24]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)(=[O:26])=[O:25])[CH:15]=1)C(=O)OC(C)(C)C.N1(C2C3OC=CC=3C=C(N)C=2)CCC[CH2:36][CH2:35]1>>[N:13]1([C:14]2[C:22]3[O:21][CH:20]=[CH:19][C:18]=3[CH:17]=[C:16]([NH:23][S:24]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)(=[O:26])=[O:25])[CH:15]=2)[CH2:12][CH2:11][CH2:36][CH2:35][CH2:33]1

Participants

3

Reactant 2

HCID 66894201HCID 66894201, compound2×HCID 69626822HCID 69626822, compound

Product 1

HCID 66892057HCID 66892057, compound

Procedure

The synthesis was performed according to the procedure of Intermediate 3 starting from 7-piperidin-1-yl-1-benzofuran-5-amine (Intermediate 6). Yield: 70 mg (39%). 1H NMR (400 MHz, CDCl3) δ ppm 1.57-1.62 (m, 2H), 1.70-1.78 (m, 4H), 3.16 (t, 4H), 6.39 (br s, 1H), 6.41 (d, 1H), 6.63 (d, 1H), 6.83 (d, 1H), 7.37-7.43 (m, 2H), 7.49-7.54 (m, 1H), 7.57 (d, 1H), 7.68-7.72 (m, 2H); MS (ESI+) for C19H20N2O3S m/z 357 (M+H)+; HPLC 97% (System A).

Sources & evidence

ORD record
ord-8dee34c709144df8949a4b2c6e27c0d4
Source dataset
uspto-grants-2010_10
Patent number
US07820675B2

Reaction notes

Loading…