Pivaloyl chloride → HCID 22611644, compound

Reaction equation

C([O-])C.Cl.Cl.[NH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[C:10]2[CH:16]1[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]1.[CH3:23][C:24]([CH3:29])([CH3:28])[C:25](Cl)=[O:26]>>[CH3:23][C:24]([CH3:29])([CH3:28])[C:25]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[C:10]2[CH:16]1[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]1)=[O:26]

Participants

Reactant 2

HCID 62493Pivaloyl chloride

HCID 86751892HCID 86751892, compound

Product 1

HCID 22611644HCID 22611644, compoundYield 34.6%

Procedure

Beginning with 2.00 gm (5.74 mMol) 5-amino-3-(1-methyl-piperidin-4-yl)-1H-indole dihydrochloride ethanolate and 1.78 gm (14.4 mMol) trimethylacetyl chloride, 0.623 gm (34.6%) of the title compound were recovered as an off-white powder.

Sources & evidence

ORD record: ord-1bef4f8fba314168898bf135d56021b4
Source dataset: uspto-grants-1998_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05708008

Reaction notes

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