7-Bromo-5-methoxyindoline hydrochloride → HCID 10202741, compound

HRID 1271137Notes

Reaction equation

HRID 1271137 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.[Br:16][C:17]1[CH:18]=[C:19]([O:26][CH3:27])[CH:20]=[C:21]2[C:25]=1[NH:24][CH2:23][CH2:22]2>>[Br:16][C:17]1[CH:18]=[C:19]([O:26][CH3:27])[CH:20]=[C:21]2[C:25]=1[N:24]([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)[CH2:23][CH2:22]2

Participants

3

Reactant 2

HCID 184528177-Bromo-5-methoxyindoline hydrochlorideHCID 220043393,5-dichloro-1-(1-ethylpropyl)-2(1H)-pyrazinone

Product 1

HCID 10202741HCID 10202741, compound

Procedure

Prepared in a similar fashion as described for Example 413 using 3,5-dichloro-1-(1-ethylpropyl)-2(1H)-pyrazinone and 7-bromo-5-methoxyindoline hydrochloride as the starting materials. mp 130–132° C.; 1H NMR (300 MHz, CDCl3): δ 6.92 (d, J=2.6 Hz, 1 H), 6.78 (d, J=2.2 Hz, 1 H), 6.73 (s, 1 H), 4.81 (brs, 1 H), 4.35 (t, J=7.7 Hz, 2 H), 3.78 (s, 3 H), 3.11 (t, J=7.7 Hz, 2 H), 1.87–1.73 (m, 2 H), 1.70–1.60 (m, 2 H), 0.89 (s, 6 H); HRMS (ESI) calcd for C18H22N3O2BrCl (M+H)+: 426.0584; found m/z 426.0606.

Workup

  1. customPrepared in a similar fashion

Sources & evidence

ORD record
ord-13f10742b2f449729cc8377c771fce5b
Source dataset
uspto-grants-2007_04
Patent number
US07205306B2

Reaction notes

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