1,2-Dichloroethane → HCID 86656603, compound

HRID 2036899Notes

Reaction equation

HRID 2036899 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].[C:21](O)(=[O:23])[CH3:22].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>CN(C=O)C.C(N(CC)CC)C>[C:21]([N:16]1[CH2:15][CH2:14][C:13]2[C:18](=[CH:19][CH:20]=[C:11]([C:9]([NH:8][O:7][CH:2]3[CH2:3][CH2:4][CH2:5][CH2:6][O:1]3)=[O:10])[CH:12]=2)[CH2:17]1)(=[O:23])[CH3:22]

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 176Acetic AcidHCID 757711-HydroxybenzotriazoleHCID 86656618HCID 86656618, compound

Product 1

HCID 86656603HCID 86656603, 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, 0.046 m acetic acid, 111 mg HOBt, 276 mg EDC, 0.603 ml triethylamine and 7 ml DMF is stirred 4 h at ambient temperature. The reaction mixture is then purified by silica gel chromatography.

Workup

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

Sources & evidence

ORD record
ord-b5e10e1c7c454389888bf7a5415c16dd
Source dataset
uspto-grants-2013_11
Patent number
US08575193B2

Reaction notes

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