HCID 66893668, compound → HCID 66893170, compound

HRID 1161981Notes

Reaction equation

HRID 1161981 reaction equation
CO[C:3]1[CH:4]=[C:5]([S:11]([NH:14][C:15]2[CH:16]=[C:17]([N:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)[C:18]3[O:22][CH:21]=[CH:20][C:19]=3[CH:23]=2)(=[O:13])=[O:12])[CH:6]=[CH:7][C:8]=1OC.N1(C2C3OC=CC=3C=C(N)C=2)CCCC1>>[N:24]1([C:17]2[C:18]3[O:22][CH:21]=[CH:20][C:19]=3[CH:23]=[C:15]([NH:14][S:11]([C:5]3[CH:6]=[CH:7][CH:8]=[CH:3][CH:4]=3)(=[O:13])=[O:12])[CH:16]=2)[CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 66893668HCID 66893668, compound2×HCID 66894188HCID 66894188, compound

Product 1

HCID 66893170HCID 66893170, compound

Procedure

The title compound was prepared according to the procedure of Intermediate 3 starting from 7-pyrrolidin-1-yl-1-benzofuran-5-amine (Intermediate 9). Yield: 30 mg (22%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.86-1.93 (m, 4H), 3.36-3.43 (m, 4H), 6.13 (br s, 1H), 6.59 (br s, 1H), 6.73 (d, 1H), 7.45-7.60 (m, 3H), 7.73 (d, 2H), 7.79 (d, 1H), 9.92 (s, 1H); 13C NMR (100 MHz, DMSO-d6) δ ppm 24.73, 48.79, 100.68, 101.51, 106.97, 126.74, 128.33, 129.05, 132.58, 133.70, 134.62, 139.67, 140.68, 145.40; MS (ESI+) for C18H18N2O3S m/z 343 (M+H)+; HPLC 95% (System A).

Sources & evidence

ORD record
ord-e8361e97cbec4546b6af99ebc03f081e
Source dataset
uspto-grants-2010_10
Patent number
US07820675B2

Reaction notes

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