Ammonium Chloride → HCID 18399704, compound

HRID 2184826Notes

Reaction equation

HRID 2184826 reaction equation
C([Mg]Br)C.[NH:5]1[C:13]2[CH:12]=[CH:11][N:10]=[C:9]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][C:22]4[C:30]5[C:25](=[CH:26][CH:27]=[C:28]([CH:31]=[O:32])[CH:29]=5)[NH:24][CH:23]=4)[CH2:16][CH2:15]3)[C:8]=2[CH:7]=[CH:6]1.I[C:34]1[N:35]=[CH:36][N:37]([C:39]([C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)[C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[CH:38]=1.[NH4+].[Cl-]>ClCCl>[NH:5]1[C:13]2[CH:12]=[CH:11][N:10]=[C:9]([N:14]3[CH2:15][CH2:16][N:17]([CH2:20][CH2:21][C:22]4[C:30]5[C:25](=[CH:26][CH:27]=[C:28]([CH:31]([C:34]6[N:35]=[CH:36][N:37]([C:39]([C:40]7[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=7)([C:52]7[CH:53]=[CH:54][CH:55]=[CH:56][CH:57]=7)[C:46]7[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=7)[CH:38]=6)[OH:32])[CH:29]=5)[NH:24][CH:23]=4)[CH2:18][CH2:19]3)[C:8]=2[CH:7]=[CH:6]1

Participants

6

Procedure

At ambient temperature, a 3M solution of 2.2 mmol of ethylmagnesium bromide and then, after 30 minutes, 2.2 mmol of the compound obtained in Step 4 of Example 39, are added to a solution of 2.0 mmol of 4-iodo-1-tritylimidazole in dichloromethane (0.25M). After stirring for 18 hours, the mixture is treated with a saturated solution of NH4Cl and then extracted with dichloromethane, and the organic phase is treated in conventional manner. Chromatography on silica gel enables the expected product to be isolated.

Workup

  1. extractionextracted with dichloromethane
  2. additionthe organic phase is treated in conventional manner
  3. customto be isolated

Sources & evidence

ORD record
ord-17a51870ac744a53a3788a3ecdb64cb6
Source dataset
uspto-grants-2002_06
Patent number
US06399616B1

Reaction notes

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