Hydrochloric Acid → HCID 22988187, compound

HRID 987002Notes

Reaction equation

HRID 987002 reaction equation
[Cl:1][C:2]1[C:3]([C:12]([N:16]=C(C2C=CC=CC=2)C2C=CC=CC=2)([CH3:15])[C:13]#[N:14])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.Cl>C(OCC)C>[ClH:1].[NH2:16][C:12]([C:3]1[C:2]([Cl:1])=[CH:7][C:6]([C:8]([F:10])([F:11])[F:9])=[CH:5][N:4]=1)([CH3:15])[C:13]#[N:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22988176HCID 22988176, compound

Product 1

HCID 22988187HCID 22988187, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a vigorously stirred solution of the product from stage b) (5.5 g) in diethyl ether (100 ml) under nitrogen was added 2M aqueous hydrogen chloride (100 ml) and stirring continued for 36 hours. The phases were separated and the organic phase was extracted with 2M aqueous hydrogen chloride (2×20 ml). The combined aqueous phases were extracted with diethyl ether (2×20 ml) and the organic extracts discarded. The aqueous phase was evaporated in vacuo then azeotroped with toluene (3×50 ml). Trituration with diethyl ether followed by filtration and vacuum drying gave the title compound, m.p. 165-70° C.

Workup

  1. customThe phases were separated
  2. extractionthe organic phase was extracted with 2M aqueous hydrogen chloride (2×20 ml)
  3. extractionThe combined aqueous phases were extracted with diethyl ether (2×20 ml)
  4. customThe aqueous phase was evaporated in vacuo
  5. customthen azeotroped with toluene (3×50 ml)
  6. filtrationTrituration with diethyl ether followed by filtration and vacuum
  7. customdrying

Sources & evidence

ORD record
ord-bb81b5927be34a319aaa369d325ceff4
Source dataset
uspto-grants-2003_10
Patent number
US06630495B1

Reaction notes

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