HCID 18452785, compound → HCID 10224023, compound

HRID 1271178Notes

Reaction equation

HRID 1271178 reaction equation
[CH:1]1([CH:5]([N:8]2[C:13]([CH3:14])=[C:12]([Cl:15])[N:11]=[C:10](Cl)[C:9]2=[O:17])[CH2:6][CH3:7])[CH2:4][CH2:3][CH2:2]1.[ClH:18].[CH3:19][O:20][C:21]1[CH:22]=[C:23]2[C:27](=[C:28](C)[CH:29]=1)[NH:26][CH2:25][CH2:24]2>>[Cl:15][C:12]1[N:11]=[C:10]([N:26]2[C:27]3[C:23](=[CH:22][C:21]([O:20][CH3:19])=[CH:29][C:28]=3[Cl:18])[CH2:24][CH2:25]2)[C:9](=[O:17])[N:8]([CH:5]([CH:1]2[CH2:4][CH2:3][CH2:2]2)[CH2:6][CH3:7])[C:13]=1[CH3:14]

Participants

3

Reactant 2

HCID 18452785HCID 18452785, compoundHCID 18452815HCID 18452815, compound

Product 1

HCID 10224023HCID 10224023, compound

Procedure

Prepared in a similar fashion as described for Example 536 using 1-(1-cyclobutylpropyl)-3,5-dichloro-6-methyl-2(1H)-pyrazinone and 5-methoxy-7-methylindoline hydrochloride as the starting materials to give a yellow amorphous solid; 1H NMR (300 MHz, CDCl3) δ 6.73 (s, 2H), 4.28 (t, J=8.4 Hz, 2H), 4.04–3.97 (m, 1H), 3.79 (s, 3H), 3.62–3.55 (m, 1H), 3.10 (t, J=7.7 Hz, 2H), 2.50 (s, 3H), 2.42–2.35 (m, 1H), 2.22–2.10 (m, 1H), 1.90–1.50 (m, 5H), 1.58–1.50 (m, 1H), 0.86 (t, J=7.3 Hz, 3H); HRMS (ESI) m/z 422.1420 [(M+H)+, calcd for C21H26N3O2Cl2 422.1402].

Workup

  1. customPrepared in a similar fashion
  2. customto give a yellow amorphous solid

Sources & evidence

ORD record
ord-aabebf3d06cd4ec6a2726f4724c63173
Source dataset
uspto-grants-2007_04
Patent number
US07205306B2

Reaction notes

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