Water → HCID 178420275, compound

HRID 892119Notes

Reaction equation

HRID 892119 reaction equation
[CH2:1]([C@@H:8]1[CH2:19][N:18]2[C:10]([C:11]3[NH:12][C:13]([CH:22]4[CH2:26][CH2:25][CH2:24][CH2:23]4)=[N:14][C:15]=3[N:16]=[C:17]2[C:20]#[N:21])=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N-:27]=[N+:28]=[N-:29].[Na+].[Cl-].[NH4+].O>CN1CCCC1=O>[CH2:1]([C@@H:8]1[CH2:19][N:18]2[C:10]([C:11]3[NH:12][C:13]([CH:22]4[CH2:26][CH2:25][CH2:24][CH2:23]4)=[N:14][C:15]=3[N:16]=[C:17]2[C:20]2[NH:29][N:28]=[N:27][N:21]=2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 178510560HCID 178510560, compound

Product 1

HCID 178420275HCID 178420275, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
120 °C

Procedure

Compound 75 (69 mg, 0.200 mmol) obtained in Example 75 was dissolved in 1-methyl-2-pyrrolidinone (1 mL), to the solution were added sodium azide (52 mg, 0.800 mmol, 4.0 equivalents) and ammonium chloride (42 mg, 0.800 mmol, 4.0 equivalents), and the mixture was stirred at 120° C. for 2 hours. To the reaction mixture was added water, and the deposited crystals were collected by filtration to obtain the title compound (64 mg, 83%) as a white solid.

Workup

  1. filtrationthe deposited crystals were collected by filtration

Sources & evidence

ORD record
ord-bee138c393c142b2944ab8204aa648a2
Source dataset
uspto-grants-2006_02
Patent number
US07005430B2

Reaction notes

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