HCID 68705096, compound → HCID 24786071, compound

HRID 2239353Notes

Reaction equation

HRID 2239353 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([C:13]([O:15]C)=O)=[C:10](/[N:17]=[CH:18]/[N:19]([CH3:21])C)[CH:9]=2)=[CH:4][CH:3]=1.[CH3:22][N:23]1[CH2:27][CH2:26][CH:25]([CH2:28][O:29][C:30]2[CH:31]=[C:32](CN)[CH:33]=[CH:34][CH:35]=2)[CH2:24]1>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:12][C:11]3[C:13](=[O:15])[N:19]([CH2:21][C:34]4[CH:33]=[CH:32][CH:31]=[C:30]([O:29][CH2:28][CH:25]5[CH2:26][CH2:27][N:23]([CH3:22])[CH2:24]5)[CH:35]=4)[CH:18]=[N:17][C:10]=3[CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 68705096HCID 68705096, compoundHCID 178499302HCID 178499302, compound

Product 1

HCID 24786071HCID 24786071, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was synthesized according to Example 13c from methyl 5-(4-chlorophenyl)-3-{[(1E)-(dimethylamino)methylene]amino}thiophene-2-carboxylate (0.352 g, 1.09 mmol) and 1-{3-[(1-methylpyrrolidin-3-yl)methoxy]phenyl}methanamine (0.200 g, 0.91 mmol) in MeOH (2 mL) to give the title compound. Yield: 0.225 g (44%). 1H NMR (400 MHz, CDCl3) δ 8.08 (s, 1H), 7.59-7.62 (m, 2H), 7.45 (s, 1H), 7.39-7.42 (m, 2H), 7.22-7.26 (m, 1H), 6.81-6.91 (m, 3H), 5.17 (s, 2H), 3.83 (d, 2H, J=6.9 Hz), 2.60-2.66 (m, 2H), 2.38-2.57 (m, 3H), 2.32 (s, 3H), 1.97-2.08 (m, 1H), 1.51-1.60 (m, 1H). MS (ESI+) 465.99 (M+1H+)

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-d87659c0f9114420812daa35e054c822
Source dataset
uspto-grants-2010_05
Patent number
US07723331B2

Reaction notes

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