HCID 86670234, compound → HCID 178520404, compound

HRID 1909400Notes

Reaction equation

HRID 1909400 reaction equation
Cl.[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([CH:11]3[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C@H:19]4[CH2:24][CH2:23][C@H:22]([NH2:25])[CH2:21][CH2:20]4)[CH2:13][CH2:12]3)[C:5]=2[O:4][CH2:3]1.[OH:26][C:27]1([CH2:31][C:32]([O-])=[O:33])[CH2:30][CH2:29][CH2:28]1>>[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([CH:11]3[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C@H:19]4[CH2:20][CH2:21][C@H:22]([NH:25][C:32](=[O:33])[CH2:31][C:27]5([OH:26])[CH2:30][CH2:29][CH2:28]5)[CH2:23][CH2:24]4)[CH2:13][CH2:12]3)[C:5]=2[O:4][CH2:3]1

Participants

3

Reactant 2

HCID 86670234HCID 86670234, compoundHCID 178479251HCID 178479251, compound2×

Product 1

HCID 178520404HCID 178520404, compound

Procedure

The title compound, white solid (20.5 mg, 68.2%), MS (ISP) m/z=443.3 [(M+H)+], was prepared in accordance with the general method of example 1 from Trans-4-[2-(4-Benzo[1,3]dioxol-4-yl-piperidin-1-yl)-ethyl]-cyclohexylamine hydrochloride (intermediate A) (30 mg, 0.0744 mmol) and 2-(1-hydroxycyclobutyl)acetate acid prepared previously by saponification of the corresponding ethyl 2-(1-hydroxycyclobutyl)acetate using lithium hydroxide or another base in the presence of a solvent mixture such as tetrahydrofuran, water and methanol.

Sources & evidence

ORD record
ord-1fe3d8ca041645b3a650435006c2a6b6
Source dataset
uspto-grants-2013_12
Patent number
US08598357B2

Reaction notes

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