Ammonium Chloride → HCID 178504261, compound

HRID 1037988Notes

Reaction equation

HRID 1037988 reaction equation
[C:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12][C:13]([CH:15]3[CH2:19][CH2:18][N:17]([CH2:20][C:21](=[O:40])[N:22]4[CH2:27][CH2:26][N:25]([C:28]5[CH:33]=[CH:32][C:31]([C:34]6[N:39]=[CH:38][CH:37]=[CH:36][N:35]=6)=[CH:30][CH:29]=5)[CH2:24][CH2:23]4)[CH2:16]3)=[O:14])[CH:10]=2)[N:5]([CH2:41][O:42][CH2:43][CH2:44][Si:45]([CH3:48])([CH3:47])[CH3:46])[N:4]=1)#[N:2].[N-:49]=[N+:50]=[N-:51].[Na+].[NH4+].[Cl-]>CN(C=O)C>[NH:49]1[C:1]([C:3]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([NH:12][C:13]([CH:15]4[CH2:19][CH2:18][N:17]([CH2:20][C:21](=[O:40])[N:22]5[CH2:27][CH2:26][N:25]([C:28]6[CH:29]=[CH:30][C:31]([C:34]7[N:35]=[CH:36][CH:37]=[CH:38][N:39]=7)=[CH:32][CH:33]=6)[CH2:24][CH2:23]5)[CH2:16]4)=[O:14])[CH:10]=3)[N:5]([CH2:41][O:42][CH2:43][CH2:44][Si:45]([CH3:48])([CH3:47])[CH3:46])[N:4]=2)=[N:2][N:51]=[N:50]1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 67421026HCID 67421026, compound

Product 1

HCID 178504261HCID 178504261, compoundYield 71.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 29 from Example 62 Step 4 (40 mg, 0.061 mmol) in DMF was added NaN3 (12 mg, 0.18 mmol) and NH4Cl (13 mg, 0.24 mmol). The crude was stirred at 100° C. for 18 hrs. The crude was cool, evaporated, and filtered through a plug of cotton. The crude was evaporated and purified via preparation plate to give 31 mg of a mixture of two isomers.

Workup

  1. temperatureThe crude was cool
  2. customevaporated
  3. filtrationfiltered through a plug of cotton
  4. customThe crude was evaporated
  5. custompurified via preparation plate

Sources & evidence

ORD record
ord-164968959bdd407c8688f844338b09a7
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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