4-(Piperazin-1-yl)thieno[3,2-c]pyridine → HCID 178474980, compound

HRID 2042417Notes

Reaction equation

HRID 2042417 reaction equation
[N:1]1([C:7]2[C:12]3[CH:13]=[CH:14][S:15][C:11]=3[CH:10]=[CH:9][N:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.O=[CH:17][CH2:18][C@H:19]1[CH2:24][CH2:23][C@H:22]([NH:25][C:26](=[O:28])[CH3:27])[CH2:21][CH2:20]1>>[S:15]1[C:11]2[CH:10]=[CH:9][N:8]=[C:7]([N:1]3[CH2:2][CH2:3][N:4]([CH2:17][CH2:18][C@H:19]4[CH2:24][CH2:23][C@H:22]([NH:25][C:26](=[O:28])[CH3:27])[CH2:21][CH2:20]4)[CH2:5][CH2:6]3)[C:12]=2[CH:13]=[CH:14]1

Participants

3

Reactant 2

HCID 109660274-(Piperazin-1-yl)thieno[3,2-c]pyridineHCID 178474986HCID 178474986, compound

Product 1

HCID 178474980HCID 178474980, compound

Procedure

The title compound, light brown solid (114 mg, 43%), MS (ISP) m/z=387.1 [(M+H)+], was prepared in analogy to example 1 from commercially available 4-piperazine-1-yl-thieno[3,2-c]pyridine [CAS-Nr. 106261-27-2] (150 mg, 0.68 mmol) and trans-N-[4-(2-oxo-ethyl)-cyclohexyl]-acetamide [CAS-Nr. 946599-01-5, WO 2007/093540] (125 mg, 0.68 mmol). Purification was performed by flash chromatography over silica gel (CH2Cl2/MeOH/25% NH3 aq 140:10:1).

Sources & evidence

ORD record
ord-06b2081d3a0d4e7da50b500e7556f208
Source dataset
uspto-grants-2013_11
Patent number
US08586579B2

Reaction notes

Loading…