1,2-Dichloroethane → HCID 11995422, compound

HRID 639926Notes

Reaction equation

HRID 639926 reaction equation
[C:1]([C:3]1[N:4]=[C:5]([C:21](O)=[O:22])[C:6]2[C:11]([C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[CH:10][C:9]([O:19][CH3:20])=[CH:8][CH:7]=2)#[N:2].C(Cl)CCl.C1C=NC2N(O)N=NC=2C=1.[CH2:38]([CH2:40][NH2:41])[OH:39].CCN(C(C)C)C(C)C>CN(C=O)C>[C:1]([C:3]1[N:4]=[C:5]([C:21]([NH:41][CH2:40][CH2:38][OH:39])=[O:22])[C:6]2[C:11]([C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[CH:10][C:9]([O:19][CH3:20])=[CH:8][CH:7]=2)#[N:2]

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 700EthanolamineHCID 81531DiisopropylethylamineHCID 181649HOAtHCID 119954253-Cyano-6-methoxy-4-phenylisoquinoline-1-carboxylic acid

Product 1

HCID 11995422HCID 11995422, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

DMF was added to a vial containing 3-cyano-6-methoxy-4-phenylisoquinoline-1-carboxylic acid (0.072 g, 0.237 mmol), EDC (0.068 g, 0.355 mmol) and HOAt (0.048 g, 0.355 mmol). Ethanolamine (0.029 g, 0.473 mmol) and DIEA (0.153 g, 1.183 mmol) were added to this mixture, and the reaction stirred at rt overnight. The reaction mixture was filtered and purified by r.p. HPLC. White solid (0.038 g, 46%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. custompurified by r.p

Sources & evidence

ORD record
ord-513d91cda0ea4e38a0d9681efae9af14
Source dataset
uspto-grants-2010_04
Patent number
US07691879B2

Reaction notes

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