N-Benzylformamide → HCID 18705913, compound

HRID 2287843Notes

Reaction equation

[CH2:1]([N:4]([CH2:21][CH2:22][CH3:23])[CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][C:9]([O:18][CH2:19][CH3:20])=[C:10]([C:14](OC)=[O:15])[CH:11]=2)[CH2:6]1)[CH2:2][CH3:3].[CH2:24]([NH:31]C=O)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[CH2:21]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][C:9]([O:18][CH2:19][CH3:20])=[C:10]([C:14]([NH:31][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[O:15])[CH:11]=2)[CH2:6]1)[CH2:22][CH3:23]

Participants

Reactant 2

HCID 80654N-Benzylformamide

HCID 18705848HCID 18705848, compound

Product 1

HCID 18705913HCID 18705913, compound

Procedure

Using procedure 41, methyl 2-(dipropylamino)-6-ethoxy-2,3-dihydro-1H-indene-5-carboxylate (77, 0.32 g, 1 mmol) was treated with N-benzylformamide (1.35 g, 10 mmol). Chromatographic purification yielded pure product 84 as a oil which was converted into the HCl salt and crystallized from EtOAc to give a white solid (m.p. 219-221° C.).

Workup

customChromatographic purification

Sources & evidence

ORD record: ord-b760dc43186b4ee39e431a5b8d7daddf
Source dataset: uspto-grants-2000_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06084130

Reaction notes

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