N-Methylformamide → HCID 18705902, compound

HRID 2287842Notes

Reaction equation

HRID 2287842 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].[CH3:24][NH:25]C=O>>[CH2:19]([O:18][C:9]1[CH:8]=[C:7]2[C:12]([CH2:13][CH:5]([N:4]([CH2:21][CH2:22][CH3:23])[CH2:1][CH2:2][CH3:3])[CH2:6]2)=[CH:11][C:10]=1[C:14]([NH:25][CH3:24])=[O:15])[CH3:20]

Participants

3

Reactant 2

HCID 31254N-MethylformamideHCID 18705848HCID 18705848, compound

Product 1

HCID 18705902HCID 18705902, 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-methylformamide (0.58 mL, 10 mmol). Chromatographic purification yielded pure product 83 as a oil which was converted into the HCl salt and crystallized from EtOAc/MeOH to give a white solid (m.p. 156-159° C.).

Workup

  1. customChromatographic purification

Sources & evidence

ORD record
ord-b7a5de3e5f2f4ece8e533837da471db6
Source dataset
uspto-grants-2000_07
Patent number
US06084130

Reaction notes

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