HCID 18958953, compound → HCID 18958969, compound

HRID 1708560Notes

Reaction equation

HRID 1708560 reaction equation
[C:1]([CH:3]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH:12][C:13]3[CH:18]=[CH:17][N:16]=[CH:15][C:14]=3[N+:19]([O-])=O)[CH:9]=2)[CH2:4]1)#[N:2]>CO.ClCCl.[Pd]>[NH2:19][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][C:13]=1[NH:12][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[CH2:4][CH:3]([C:1]#[N:2])[CH2:11]2

Participants

4

Reactant 1

HCID 18958953HCID 18958953, compound

Product 1

HCID 18958969HCID 18958969, compoundYield 110.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21226129Dichloromethane methanolSolvent

Procedure

b 2-Cyano-5-(3-nitropyrid-4-ylamino)indane (12.46 gm, 44.5 mmol) was suspended in methanol/dichloromethane=1.1 (750 ml) and hydrogenated at 20° C. and 30 p.s.i. over 10% palladium on charcoal (1.25 g) for 2 hours. The catalyst was filtered off and the filtrate was concentrated under reduced pressure to give 5-(3-aminopyrid-4-ylamino)-2-cyanoindane (12.28 g, ca quantitative) as a yellow solid, m.p. 98°-100° C.

Workup

  1. customhydrogenated at 20° C.
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-125072582be1472ea8a6998f08671c8f
Source dataset
uspto-grants-1994_10
Patent number
US05358953

Reaction notes

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