HCID 18629224, compound → HCID 10299313, compound

HRID 2251027Notes

Reaction equation

HRID 2251027 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.[Br:15][C:16]1[CH:17]=[C:18]2[C:22](=[C:23]([Br: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]([Br:15])=[CH:24][C:23]=3[Br: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 18629224HCID 18629224, compoundHCID 44189859HCID 44189859, compound

Product 1

HCID 10299313HCID 10299313, 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-dibromoindoline as the starting materials. mp 119-120° C.; 1H NMR (300 MHz, CDCl3): δ 7.47 (d, J=1.8 Hz, 1 H), 7.27 (d, J=1.8 Hz, 1 H), 7.06 (s, 1 H), 5.14-5.09 (m, 1 H), 4.32 (t, J=7.9 Hz, 2 H), 3.62-3.52 (m, 2 H), 3.34 (s, 3 H), 3.11 (t, J=8.1 Hz, 2 H), 1.40 (d, J=7.0 Hz, 3 H); HRMS (CI) calcd for C16H16N3O2Br2Cl (M+H)+: 474.9298; found m/z 474.9285.

Workup

  1. customPrepared in a similar fashion

Sources & evidence

ORD record
ord-81ce2243a05544d1a5ca4952d15f3c23
Source dataset
uspto-grants-2008_01
Patent number
US07319100B2

Reaction notes

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