Formic Acid → HCID 19841384, compound

HRID 1638701Notes

Reaction equation

HRID 1638701 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]3[C:14]4[CH2:15][NH:16][CH2:17][CH2:18][C:13]=4[NH:12][C:7]=3[CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH:19](O)=O>>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]3[C:14]4[CH2:15][NH:16][CH2:17][CH:18]([CH3:19])[C:13]=4[NH:12][C:7]=3[CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 19841388HCID 19841388, compound

Product 1

HCID 19841384HCID 19841384, compound

Conditions

Temperature
90 °C

Procedure

A mixture prepared from 3.7 g of 3-chloro-7,8,9,10-tetrahydro-11H-pyrido[3',4':4,5]pyrrolo[2,3-c]quinoline, 0.45 g of paraformaladehyde and 100 ml of formic acid was heated at 90° C. for one hour. The reaction was quenched with water and the solution was made alkaline (pH9) with a sodium hydroxide solution. The crystalline product was filtered, washed with water and purified by HPLC using dichloromethane/methanol=8:2 as an eluent. Clean fractions were combined and concentrated, and the crystalline residue was stirred in isopropanol and filtered. The yield was 2.1 g, mp=286°-287° C.

Workup

  1. customThe reaction was quenched with water
  2. filtrationThe crystalline product was filtered
  3. washwashed with water
  4. custompurified by HPLC
  5. concentrationconcentrated
  6. filtrationfiltered

Sources & evidence

ORD record
ord-0b7b1110b3884182a3fc800ff39d2bcc
Source dataset
uspto-grants-1989_11
Patent number
US04880818

Reaction notes

Loading…