4-Cyanobenzoic acid → HCID 178509884, compound

HRID 1260772Notes

Reaction equation

HRID 1260772 reaction equation
Cl.Cl.Cl.[O:4]1[C:8]2=[C:9]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH2:27])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[N:10]=[CH:11][CH:12]=[C:7]2[CH2:6][CH2:5]1.[C:28]([C:30]1[CH:38]=[CH:37][C:33]([C:34](O)=[O:35])=[CH:32][CH:31]=1)#[N:29]>>[C:28]([C:30]1[CH:38]=[CH:37][C:33]([C:34]([NH:27][C@H:24]2[CH2:25][CH2:26][C@H:21]([CH2:20][CH2:19][N:16]3[CH2:17][CH2:18][N:13]([C:9]4[N:10]=[CH:11][CH:12]=[C:7]5[CH2:6][CH2:5][O:4][C:8]=45)[CH2:14][CH2:15]3)[CH2:22][CH2:23]2)=[O:35])=[CH:32][CH:31]=1)#[N:29]

Participants

3

Reactant 2

HCID 120874-Cyanobenzoic acidHCID 178478590HCID 178478590, compound2×

Product 1

HCID 178509884HCID 178509884, compound

Procedure

The title compound, off-white solid (111 mg, 97%), MS (ISP) m/z=460.5 [(M+H)+], mp 262.5° C., was prepared in accordance with the general method of example 6 from trans-4-{2-[4-(2,3-dihydro-furo[2,3-c]pyridin-7-yl)-piperazin-1-yl]-ethyl}-cyclohexylamine trihydrochloride (intermediate B) (110 mg, 0.25 mmol) and 4-cyano-benzoic acid.

Sources & evidence

ORD record
ord-f3c16329b74d4718b5a3ebb70f85ae98
Source dataset
uspto-grants-2013_06
Patent number
US08470828B2

Reaction notes

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