5,7-Dichloroindoline → HCID 10200317, compound

HRID 2251026Notes

Reaction equation

HRID 2251026 reaction equation
Cl[C:2]1[C:3](=[O:14])[N:4]([C@H:9]([CH3:13])[CH2:10][O:11][CH3:12])[CH:5]=[C:6]([Cl:8])[N:7]=1.[Cl:15][C:16]1[CH:17]=[C:18]2[C:22](=[C:23]([Cl:25])[CH:24]=1)[NH:21][CH2:20][CH2:19]2>>[Cl:8][C:6]1[N:7]=[C:2]([N:21]2[C:22]3[C:18](=[CH:17][C:16]([Cl:15])=[CH:24][C:23]=3[Cl:25])[CH2:19][CH2:20]2)[C:3](=[O:14])[N:4]([C@H:9]([CH3:13])[CH2:10][O:11][CH3:12])[CH:5]=1

Participants

3

Reactant 2

HCID 124822955,7-DichloroindolineHCID 44189859HCID 44189859, compound

Product 1

HCID 10200317HCID 10200317, compound

Procedure

Prepared in a similar fashion as described for Example 413 using 3,5-dichloro-1-[(1R)-2-methoxy-1-methylethyl]-2(1H)-pyrazinone and 5,7-dichloroindoline as the starting materials. mp 93-95° C.; 1H NMR (300 MHz, CDCl3): δ 7.18 (s, 1 H), 7.11 (s, 1 H), 7.06 (s, 1 H), 4.35 (t, J=7.9 Hz, 2 H), 3.62-3.56 (m, 3 H), 3.36 (s, 3 H), 3.12 (t, J=8.1 Hz, 2 H), 0.90-0.86 (m, 3 H); HRMS (ESI) calcd for C16H17N3O2Cl3 (M+H)+: 388.0386; found m/z 388.0358.

Workup

  1. customPrepared in a similar fashion

Sources & evidence

ORD record
ord-d0ad55251e844346a8d8885a95c5fd9c
Source dataset
uspto-grants-2008_01
Patent number
US07319100B2

Reaction notes

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