1,2-Dichloroethane → HCID 86656605, compound

HRID 2036903Notes

Reaction equation

HRID 2036903 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][NH:8][C:9]([C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[CH2:17][NH:16][CH2:15][CH2:14]2)=[O:10].[CH:21]1([C:24](O)=[O:25])[CH2:23][CH2:22]1.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>CN(C=O)C.C(N(CC)CC)C>[CH:21]1([C:24]([N:16]2[CH2:15][CH2:14][C:13]3[C:18](=[CH:19][CH:20]=[C:11]([C:9]([NH:8][O:7][CH:2]4[CH2:3][CH2:4][CH2:5][CH2:6][O:1]4)=[O:10])[CH:12]=3)[CH2:17]2)=[O:25])[CH2:23][CH2:22]1

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 15655Cyclopropanecarboxylic acidHCID 757711-HydroxybenzotriazoleHCID 86656618HCID 86656618, compound

Product 1

HCID 86656605HCID 86656605, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8471TriethylamineSolvent

Procedure

A mixture of 200 mg N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide, 0.063 ml cyclopropylcarboxylic acid, 111 mg HOBt, 276 mg EDC, 0.603 ml triethylamine and 7 ml DMF is stirred overnight at ambient temperature. The reaction mixture is evaporated. The residue is then purified by silica gel chromatography. 91 mg of the title compound are obtained.

Workup

  1. customThe reaction mixture is evaporated
  2. customThe residue is then purified by silica gel chromatography

Sources & evidence

ORD record
ord-c39788f33b6e46339cdd77b70d0527bf
Source dataset
uspto-grants-2013_11
Patent number
US08575193B2

Reaction notes

Loading…