4-Chlorobenzoic Acid → HCID 178523591, compound

HRID 331435Notes

Reaction equation

HRID 331435 reaction equation
Cl.Cl.[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]4[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]1.[Cl:27][C:28]1[CH:36]=[CH:35][C:31]([C:32](O)=[O:33])=[CH:30][CH:29]=1>>[Cl:27][C:28]1[CH:36]=[CH:35][C:31]([C:32]([NH:26][C@H:23]2[CH2:22][CH2:21][C@H:20]([CH2:19][CH2:18][N:15]3[CH2:16][CH2:17][CH:12]([C:11]4[C:6]5[CH2:5][CH2:4][O:3][C:7]=5[CH:8]=[CH:9][CH:10]=4)[CH2:13][CH2:14]3)[CH2:25][CH2:24]2)=[O:33])=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 63184-Chlorobenzoic AcidHCID 178478710HCID 178478710, compound2×

Product 1

HCID 178523591HCID 178523591, compound

Procedure

The title compound, light yellow solid (73 mg, 63%), MS (ISP) m/z=467.3 [(M+H)+], mp 224° C., was prepared in accordance with the general method of example 1 from trans-4-{2-[4-(2,3-dihydro-benzofuran-4-yl)-piperidin-1-yl]-ethyl}-cyclohexylamine dihydrochloride (intermediate B) (100 mg, 0.25 mmol) and 4-chloro-benzoic acid.

Sources & evidence

ORD record
ord-00e1539e1d784d92ba2ff41740960b03
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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