N-bromobutanimide → HCID 66733274, compound

HRID 2047159Notes

Reaction equation

HRID 2047159 reaction equation
C1C(=O)N([Br:8])C(=O)C1.[O:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:20]=[C:19]([N:21]([CH2:30][O:31][CH2:32][CH2:33][Si:34]([CH3:37])([CH3:36])[CH3:35])[CH2:22][O:23][CH2:24][CH2:25][Si:26]([CH3:29])([CH3:28])[CH3:27])[N:18]3[N:38]=[CH:39][C:40]([C:41]4[CH:42]=[N:43][C:44]5[C:49]([CH:50]=4)=[CH:48][CH:47]=[CH:46][CH:45]=5)=[C:17]3[N:16]=2)[CH2:11][CH2:10]1>CC#N>[Br:8][C:20]1[C:15]([N:12]2[CH2:11][CH2:10][O:9][CH2:14][CH2:13]2)=[N:16][C:17]2[N:18]([N:38]=[CH:39][C:40]=2[C:41]2[CH:42]=[N:43][C:44]3[C:49]([CH:50]=2)=[CH:48][CH:47]=[CH:46][CH:45]=3)[C:19]=1[N:21]([CH2:30][O:31][CH2:32][CH2:33][Si:34]([CH3:35])([CH3:36])[CH3:37])[CH2:22][O:23][CH2:24][CH2:25][Si:26]([CH3:29])([CH3:28])[CH3:27]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 66733517HCID 66733517, compound

Product 1

HCID 66733274HCID 66733274, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of NBS (20.6 mg, 0.116 mmoL) in CH3CN (1 mL) was added to a mixture of 5-morpholino-3-(quinolin-3-yl)-N,N-bis((2-(trimethylsilyl)ethoxy)methyl)pyrazolo[1,5-a]pyrimidin-7-amine (70.0 mg, 0.116 mmoL) in CH3CN (6 mL). After stirring at room temperature for 10 min, the reaction mixture was concentrated and purified by column chromatography to afford the desired compound. LCMS tR=2.91 Min (5 min run, UV254nm). Mass calculated for, M+ 684.2, observed LC/MS m/z 685.2 (M+H).

Workup

  1. concentrationthe reaction mixture was concentrated
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-cf1d29f4a1b0455c8683daa7598ed6b0
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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