2,4-Dichlorobenzoic Acid → HCID 178523646, compound

HRID 1409943Notes

Reaction equation

HRID 1409943 reaction equation
Cl.Cl.[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]2)=[CH:4]1.[Cl:27][C:28]1[CH:36]=[C:35]([Cl:37])[CH:34]=[CH:33][C:29]=1[C:30](O)=[O:31]>>[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:21][CH2:22][C@H:23]([NH:26][C:30](=[O:31])[C:29]3[CH:33]=[CH:34][C:35]([Cl:37])=[CH:36][C:28]=3[Cl:27])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 57872,4-Dichlorobenzoic AcidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178523646HCID 178523646, compound

Procedure

The title compound, light yellow solid (88 mg, 70%), MS (ISP) m/z=499.3 [(M+H)+], mp 187° C., was prepared in accordance with the general method of example 1 from trans-4-[2-(4-benzofuran-3-yl-piperidin-1-yl)-ethyl]-cyclohexylamine dihydrochloride (intermediate A) (100 mg, 0.25 mmol) and 2,4-dichloro-benzoic acid.

Sources & evidence

ORD record
ord-f0295592e2654c2d82cbe2b05142ae5e
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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