HCID 18452815, compound → HCID 10292096, compound

HRID 1271136Notes

Reaction equation

HRID 1271136 reaction equation
Cl[C:2]1[C:3](=[O:14])[N:4]([CH:9]([CH2:12][CH3:13])[CH2:10][CH3:11])[CH:5]=[C:6]([Cl:8])[N:7]=1.Cl.[CH3:16][O:17][C:18]1[CH:19]=[C:20]2[C:24](=[C:25]([CH3:27])[CH:26]=1)[NH:23][CH2:22][CH2:21]2>>[Cl:8][C:6]1[N:7]=[C:2]([N:23]2[C:24]3[C:20](=[CH:19][C:18]([O:17][CH3:16])=[CH:26][C:25]=3[CH3:27])[CH2:21][CH2:22]2)[C:3](=[O:14])[N:4]([CH:9]([CH2:12][CH3:13])[CH2:10][CH3:11])[CH:5]=1

Participants

3

Reactant 2

HCID 18452815HCID 18452815, compoundHCID 220043393,5-dichloro-1-(1-ethylpropyl)-2(1H)-pyrazinone

Product 1

HCID 10292096HCID 10292096, compound

Procedure

Prepared in a similar fashion as described for Example 413 using 3,5-dichloro-1-(1-ethylpropyl)-2(1H)-pyrazinone and 5-methoxy-7-methylindoline hydrochloride as the starting materials. mp 164–165° C.; 1H NMR (300 MHz, CDCl3): δ 6.67 (s, 1 H), 6.66 (s, 1 H), 6.59 (d, J=2.2 Hz, 1 H), 4.82–4.80 (m, 1 H), 4.39 (t, J=7.9 Hz, 2 H), 3.79 (s, 3 H), 3.05 (t, J=7.7 Hz, 2 H), 2.06 (s, 3 H), 1.84–1.73 (m, 2 H), 1.70–1.59 (m, 2 H), 0.89 (t, J=7.3 Hz, 6 H); HRMS (ESI) calcd for C19H25N3O2Cl (M+H)+: 362.1635; found m/z 362.1648.

Workup

  1. customPrepared in a similar fashion

Sources & evidence

ORD record
ord-f7d6a9c0ab3f4ef1b65612c7911b7653
Source dataset
uspto-grants-2007_04
Patent number
US07205306B2

Reaction notes

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