Triethylamine → HCID 58550848, compound

HRID 1908145Notes

Reaction equation

[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](Cl)=[O:6].Cl.Cl.[CH3:13][N:14]1[C:18]2[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:24]=3[O:25][C:26]3([CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)[C:17]=2[CH:16]=[N:15]1.C(N(CC)CC)C>CN(C=O)C>[CH3:13][N:14]1[C:18]2[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:24]=3[O:25][C:26]3([CH2:31][CH2:30][N:29]([C:5]([C:4]4[CH:3]=[C:2]([CH3:1])[CH:10]=[CH:9][CH:8]=4)=[O:6])[CH2:28][CH2:27]3)[C:17]=2[CH:16]=[N:15]1

Participants

Conditions

Temperature: 50 °C

Procedure

3-Methylbenzoyl chloride (14 mg, 0.09 mmol) was added to a mixture of 1-methyl-1H-spiro[chromeno[4,3-c]pyrazole-4,4′-piperidine]dihydrochloride (30 mg, 0.09 mmol), triethylamine (64 μL, 0.46 mmol), and DMF (0.7 mL) at 25° C. The mixture was allowed to stir at 50° C. overnight before it was cooled to 25° C. The mixture was filtered and then purified by reverse phase-HPLC to give (1-methyl-1H-spiro[chromeno[4,3-c]pyrazole-4,4′-piperidine]-1′-yl)(m-tolyl)methanone. ESI-MS m/z calc. 373.2. found 374.2 (M+1)+. Retention time: 2.04 minutes (4 min run).

Workup

temperaturewas cooled to 25° C
filtrationThe mixture was filtered
custompurified by reverse phase-HPLC

Sources & evidence

ORD record: ord-2ebb2bf453324d9aaede8d2d7e8b8a1e
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08598164B2

Reaction notes

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