5-amino-2,3-dihydro-1H-inden-1-one → 7-(4-Butylphenyl)-6-fluoro-5,10-dihydroindeno[1,2-b]indol-2-amine

HRID 1690699Notes

Reaction equation

HRID 1690699 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=O)[CH2:6][CH2:5]2.Cl.[CH2:13]([C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([NH:29]N)[C:24]=2[F:31])=[CH:19][CH:18]=1)[CH2:14][CH2:15][CH3:16]>>[CH2:13]([C:17]1[CH:18]=[CH:19][C:20]([C:23]2[CH:28]=[CH:27][C:26]3[C:6]4[CH2:5][C:4]5[C:8](=[CH:9][CH:10]=[C:2]([NH2:1])[CH:3]=5)[C:7]=4[NH:29][C:25]=3[C:24]=2[F:31])=[CH:21][CH:22]=1)[CH2:14][CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 3128905-amino-2,3-dihydro-1H-inden-1-oneHCID 66904900HCID 66904900, compound

Product 1

HCID 576185157-(4-Butylphenyl)-6-fluoro-5,10-dihydroindeno[1,2-b]indol-2-amineYield 17%

Procedure

The title material is prepared in 17% yield by reacting 5-Amino-indan-1-one (commercially available) and (4′-Butyl-2-fluoro-biphenyl-3-yl)-hydrazine hydrochloride (Example 78, step) in an analogous manner to example 1, step 3; LC/MS calculated for [M+H]+ C25H23FN2: 371.2, found: 371.2.

Sources & evidence

ORD record
ord-f8928caa98f244bc81e88b861f047d17
Source dataset
uspto-grants-2012_04
Patent number
US08153671B2

Reaction notes

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