1,3-Benzodioxole-5-carboxylic acid → HCID 178523721, compound

HRID 1260760Notes

Reaction equation

HRID 1260760 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.[O:28]1[C:32]2[CH:33]=[CH:34][C:35]([C:37](O)=[O:38])=[CH:36][C:31]=2[O:30][CH2:29]1>>[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]([NH:27][C:37]([C:35]5[CH:34]=[CH:33][C:32]6[O:28][CH2:29][O:30][C:31]=6[CH:36]=5)=[O:38])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[N:10]=[CH:11][CH:12]=[C:7]2[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 71961,3-Benzodioxole-5-carboxylic acidHCID 178478590HCID 178478590, compound2×

Product 1

HCID 178523721HCID 178523721, compound

Procedure

The title compound, white solid (110 mg, 92%), MS (ISP) m/z=479.4 [(M+H)+], mp 213.5° 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 benzo[d][1,3]dioxole-5-carboxylic acid.

Sources & evidence

ORD record
ord-3ac641d63dfa49bd934f6f92e208f6dd
Source dataset
uspto-grants-2013_06
Patent number
US08470828B2

Reaction notes

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