Methyl (oxetan-3-yl)acetate → HCID 178520366, compound

HRID 1023231Notes

Reaction equation

HRID 1023231 reaction equation
Cl.Cl.Cl.[O:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[C:12]([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)[C:7]=2[O:6][CH2:5]1.[O:28]1[CH2:31][CH:30]([CH2:32][C:33](OC)=[O:34])[CH2:29]1>>[O:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[C:12]([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:33](=[O:34])[CH2:32][CH:30]5[CH2:31][O:28][CH2:29]5)[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[C:7]=2[O:6][CH2:5]1

Participants

3

Reactant 2

HCID 55296082Methyl (oxetan-3-yl)acetateHCID 178478587HCID 178478587, compound2×

Product 1

HCID 178520366HCID 178520366, compound

Procedure

The title compound, white solid (15.4 mg, 51.2%), MS (ISP) m/z=430.5 [(M+H)+], mp 190° C., was prepared in accordance with the general method of example 1 from Trans-4-[2-(4-Benzo[1,3]dioxol-4-yl-piperazin-1-yl)-ethyl]-cyclohexylamine hydrochloride (Intermediate A) (25.8 mg, 0.070 mmol) and methyl 2-(oxetan-3-yl)acetate prepared from Oxetan-3-ylidene-acetic acid methyl ester as reported on WO2010031735. (example 47)

Sources & evidence

ORD record
ord-69511504c09342aaa1e9a6e33483df76
Source dataset
uspto-grants-2014_05
Patent number
US08722683B2

Reaction notes

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