Hydrochloric Acid → HCID 59334918, compound

HRID 1517951Notes

Reaction equation

HRID 1517951 reaction equation
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([C:8]([C:13]([OH:15])=O)=[CH:9][NH:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(C1NC=CN=1)([C:18]1[NH:19]C=CN=1)=O.CN.Cl>O1CCCC1>[CH3:18][NH:19][C:13]([C:8]1[C:7]2[C:11](=[CH:12][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[NH:10][CH:9]=1)=[O:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 2560996-nitro-1h-indole-3-carboxylic acidHCID 5250894Bis-(1H-imidazol-2-YL)-methanone

Product 1

HCID 59334918HCID 59334918, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
60 °C

Procedure

250 mg 6-nitro-1H-indole-3-carboxylic acid are dissolved in 10 ml of tetrahydrofuran, combined with 240 mg carbonyl-diimidazole and stirred for 30 minutes at 60° C. Then 750 μl of a 2 M solution of methylamine in tetrahydrofuran is added and the mixture is stirred overnight at 60° C. Then 1 N hydrochloric acid is added and the precipitated solid is suction filtered. Then the solid is extracted from ethyl acetate, suction filtered and dried.

Workup

  1. stirringthe mixture is stirred overnight at 60° C
  2. filtrationfiltered
  3. extractionThen the solid is extracted from ethyl acetate, suction
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-d2a9c795b21643dbbed2556525161883
Source dataset
uspto-grants-2012_07
Patent number
US08232312B2

Reaction notes

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