2-(1,4-Dioxan-2-yl)acetic acid → HCID 178520371, compound

HRID 331414Notes

Reaction equation

HRID 331414 reaction equation
Cl.Cl.[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[C:6]([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:5]=[CH:4]1.[O:27]1[CH2:32][CH2:31][O:30][CH2:29][CH:28]1[CH2:33][C:34](O)=[O:35]>>[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[C:6]([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:34](=[O:35])[CH2:33][CH:28]3[CH2:29][O:30][CH2:31][CH2:32][O:27]3)[CH2:24][CH2:25]2)[CH:5]=[CH:4]1

Participants

3

Reactant 2

HCID 184692262-(1,4-Dioxan-2-yl)acetic acidHCID 178478712HCID 178478712, compound2×

Product 1

HCID 178520371HCID 178520371, compound

Procedure

The title compound, off-white solid (81 mg, 62%), MS (ISP) m/z=455.4 [(M+H)+], mp 165° C., was prepared in accordance with the general method of example 1 from trans-4-[2-(4-benzofuran-4-yl-piperidin-1-yl)-ethyl]-cyclohexyl-amine dihydrochloride (intermediate A) (115 mg, 0.29 mmol) and rac-(1,4-dioxan-2-yl)-acetic acid.

Sources & evidence

ORD record
ord-788b3a8ce40f4f18b607a15cd8f6a5d3
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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