Benzo-1,3-dioxole-5-acetic acid → HCID 178520184, compound

HRID 1409932Notes

Reaction equation

HRID 1409932 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.[O:27]1[C:31]2[CH:32]=[CH:33][C:34]([CH2:36][C:37](O)=[O:38])=[CH:35][C:30]=2[O:29][CH2:28]1>>[O:27]1[C:31]2[CH:32]=[CH:33][C:34]([CH2:36][C:37]([NH:26][C@H:23]3[CH2:22][CH2:21][C@H:20]([CH2:19][CH2:18][N:13]4[CH2:14][CH2:15][CH2:16][CH2:17][CH:12]4[C:5]4[CH:6]=[C:7]5[CH:11]=[CH:10][CH:9]=[C:8]5[O:3][CH:4]=4)[CH2:25][CH2:24]3)=[O:38])=[CH:35][C:30]=2[O:29][CH2:28]1

Participants

3

Reactant 2

HCID 76115Benzo-1,3-dioxole-5-acetic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178520184HCID 178520184, compound

Procedure

The title compound, off-white solid (79 mg, 65%), MS (ISP) m/z=489.3 [(M+H)+], mp 177° 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-(benzo[1,3]dioxol-5-yl)-acetic acid.

Sources & evidence

ORD record
ord-13f21d7c81414d01b6112bc2147ab36e
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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