4-Cyanobenzoic acid → HCID 178509880, compound

HRID 1909371Notes

Reaction equation

HRID 1909371 reaction equation
Cl.[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([CH:11]3[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C@H:19]4[CH2:24][CH2:23][C@H:22]([NH2:25])[CH2:21][CH2:20]4)[CH2:13][CH2:12]3)[C:5]=2[O:4][CH2:3]1.[C:26]([C:28]1[CH:36]=[CH:35][C:31]([C:32](O)=[O:33])=[CH:30][CH:29]=1)#[N:27]>>[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([CH:11]3[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C@H:19]4[CH2:20][CH2:21][C@H:22]([NH:25][C:32](=[O:33])[C:31]5[CH:35]=[CH:36][C:28]([C:26]#[N:27])=[CH:29][CH:30]=5)[CH2:23][CH2:24]4)[CH2:13][CH2:12]3)[C:5]=2[O:4][CH2:3]1

Participants

3

Reactant 2

HCID 120874-Cyanobenzoic acidHCID 178479251HCID 178479251, compound2×

Product 1

HCID 178509880HCID 178509880, compound

Procedure

The title compound, white solid (24.9 mg, 67.7%), MS (ISP) m/z=460.4 [(M+H)+], was prepared in accordance with the general method of example 1 from Trans-4-[2-(4-Benzo[1,3]dioxol-4-yl-piperidin-1-yl)-ethyl]-cyclohexylamine hydrochloride (intermediate A) (29.4 mg, 0.080 mmol) and 4-cyanobenzoic acid.

Sources & evidence

ORD record
ord-3bd157bafa574211989d8c1ffd20aeda
Source dataset
uspto-grants-2013_12
Patent number
US08598357B2

Reaction notes

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