Ammonia → HCID 9928165, compound

HRID 861387Notes

Reaction equation

HRID 861387 reaction equation
Cl.[S:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[CH:4]=[C:3]1[C:11]1[CH2:12][CH2:13][NH:14][CH2:15][CH:16]=1.Cl[CH2:18][C:19]1[NH:20][C:21]2[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=2[N:23]=1.N>>[S:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[CH:4]=[C:3]1[C:11]1[CH2:12][CH2:13][N:14]([CH2:18][C:19]2[NH:20][C:21]3[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=3[N:23]=2)[CH2:15][CH:16]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 785712-ChloromethylbenzimidazoleHCID 22100972HCID 22100972, compound

Product 1

HCID 9928165HCID 9928165, compound

Procedure

The title compound was prepared in a analogous manner to Example 1 using 4-(benzothiophen-2-yl)-1,2,3,6-tetrahydropyridine hydrochloride and 2-chloromethylbenzimidazole, m.p. 241° C. (dec.); (Found: C, 72.44; H, 5.41; N, 11.83. C12H19N3S.0.1H2O requires C, 72.63; H, 5.57; N, 2.10%); δH (DMSO-d6) 2.62 (2H, br s, tetrahydropyridinyl CH2), 2.77 (2H, m, tetrahydropyridinyl CH2), 3.24 (2H, d, J 2.8 Hz, tetrahydropyridinyl CH2), 3.87 (2H, s, NCH2Ar), 6.23 (1H, br s, CH=CR), 7.10-7.42 (1H, m, ArH), 7.45 (1H, d, J 8 Hz, ArH), 7.74 (1H, d, J 8 Hz, ArH), 7.76 (1H, dd, J 8, 2 Hz, ArH), 7.86 (1H, dd, J 8, 2 Hz, ArH), and 12.32 (1H, br s, NH); m/z (CI+, NH3) 346 (M+1)+.

Sources & evidence

ORD record
ord-ba32083cc6b84edab1a5ed428c69662c
Source dataset
uspto-grants-1998_02
Patent number
US05714498

Reaction notes

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