HCID 13589228, compound → HCID 90047529, compound

HRID 1507553Notes

Reaction equation

HRID 1507553 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]3([CH2:16][CH2:15][CH2:14][CH2:13]3)[C:7](=[O:12])[N:8]2[CH3:11])=[CH:4][CH:3]=1.NC1C=[C:25]2[C:21]([C:22]([CH3:30])(C)[C:23](=[O:28])[N:24]2[CH3:27])=CC=1.[N+](C1C=C2C(C3(CCCC3)C(=O)N2)=CC=1)([O-])=O>>[CH3:11][N:8]1[C:9]2[C:5](=[CH:4][CH:3]=[C:2]([NH:1][C:23](=[O:28])[C:22]3[CH:21]=[CH:25][N:24]=[CH:27][CH:30]=3)[CH:10]=2)[C:6]2([CH2:13][CH2:14][CH2:15][CH2:16]2)[C:7]1=[O:12]

Participants

4

Reactant 3

HCID 13589228HCID 13589228, compoundHCID 529112486-Amino-1,3,3-trimethyl-1,3-dihydro-2H-indol-2-oneHCID 118415187HCID 118415187, compound

Product 1

HCID 90047529HCID 90047529, compound

Procedure

Prepared in analogy to example 2 using 6′-amino-1′-methyl-spiro[cyclopentane-1,3′-indoline]-2′-one (prepared in analogy to procedures described in W. von der Saal et al., J. Med. Chem. 1989, 32(7), 1481-1491 for the preparation of 6-amino-1,3,3-trimethylindolin-2-one by methylation and nitro reduction of 6′-nitro-spiro[cyclopentane-1,3′-indolin]-2′-one (A. Mertens et al. J. Med. Chem. 1987, 30 (8), 1279-1287)). The title compound was obtained as light yellow solid.

Workup

  1. customprepared in analogy to procedures

Sources & evidence

ORD record
ord-e1278e2778d54d0589892ae33399a5a8
Source dataset
uspto-grants-2015_12
Patent number
US09221816B2

Reaction notes

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