1,3-Benzodioxole-5-carboxylic acid → HCID 178523636, compound

HRID 1409917Notes

Reaction equation

HRID 1409917 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]([C:36](O)=[O:37])=[CH:35][C:30]=2[O:29][CH2:28]1>>[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:36]([C:34]3[CH:33]=[CH:32][C:31]4[O:27][CH2:28][O:29][C:30]=4[CH:35]=3)=[O:37])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 71961,3-Benzodioxole-5-carboxylic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178523636HCID 178523636, compound

Procedure

The title compound, off-white solid (97 mg, 82%), MS (ISP) m/z=475.3 [(M+H)+], mp 198° 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 benzo[1,3]dioxole-5-carboxylic acid.

Sources & evidence

ORD record
ord-dae2215a0db04c1d9f65f35fe38a60f8
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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