Nitrogen → HCID 178474258, compound

HRID 865674Notes

Reaction equation

HRID 865674 reaction equation
N#N.[C:3]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][N:8]=1)(=[O:5])[CH3:4].[CH:14]1[CH:19]=[CH:18][C:17]([O:20][C:21](OC2C=CC=CC=2)=[N:22][C:23]#[N:24])=[CH:16][CH:15]=1>COC(OC)C.CCOCC>[C:23]([N:22]=[C:21]([O:20][C:17]1[CH:18]=[CH:19][CH:14]=[CH:15][CH:16]=1)[NH:13][C:10]1[CH:9]=[N:8][C:7]([NH:6][C:3](=[O:5])[CH3:4])=[CH:12][CH:11]=1)#[N:24]

Participants

6

Reactant 3

HCID 947NitrogenHCID 688090Diphenyl N-CyanocarbonimidateHCID 27352192-Acetamido-5-aminopyridine

Product 1

HCID 178474258HCID 178474258, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 107951,1-DimethoxyethaneSolvent

Procedure

To a N2 covered suspension of 0.909 g (6.0 mmol) of the product from Step 2 in 12 ml of dimethyoxyethane was added 1.43 g of diphenylcyanocarbonimidate. After stirring 16.5 hours at room temperature, the reaction mixture was diluted to a volume of 75 ml with Et2O. A suspended solid was collected on a filter and washed well with Et2O to yield after drying 1.62 g, m.p. 210.5°-211° C. (91.2%) of the titled product. Procedure C was then followed with the above intermediate to prepare Compound 30, m.p. 193.5°-194.5° C.

Workup

  1. customA suspended solid was collected on
  2. filtrationa filter
  3. washwashed well with Et2O
  4. customto yield
  5. dry with materialafter drying 1.62 g, m.p. 210.5°-211° C. (91.2%) of the titled product
  6. customto prepare Compound 30, m.p. 193.5°-194.5° C.

Sources & evidence

ORD record
ord-626ecc34fa5c4a38a9f51f7edd11514a
Source dataset
uspto-grants-1996_10
Patent number
US05567722

Reaction notes

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