Triethylamine → HCID 86730085, compound

HRID 880032Notes

Reaction equation

HRID 880032 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C@H:12]([NH2:19])[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].C[O:21][C:22]1[C:23](=[O:32])[N:24]([CH3:31])[CH:25]=[CH:26][C:27]=1[C:28](Cl)=[O:29].CCN(CC)CC>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C@H:12]([NH:19][C:28]([C:27]3[CH:26]=[CH:25][N:24]([CH3:31])[C:23](=[O:32])[C:22]=3[OH:21])=[O:29])[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 40418811cis-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine2×HCID 867300823-Methoxy-1-methyl-2-oxo-1,2-dihydropyridine-4-carbonyl chloride2×

Product 1

HCID 86730085HCID 86730085, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of cis-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine (10 mg, 0.034 mmol) (Intermediate 16) and 3-methoxy-1-methyl-2-oxo-1,2-dihydropyridine-4-carbonyl chloride (Intermediate 12A) (6.90 mg, 0.034 mmol) in DCM (1 mL) was added Et3N (0.014 mL, 0.10 mmol). The reaction mixture was stirred for 2 h. The reaction mixture was quenched with H2O and DCM. The DCM portion was dried over Na2SO4, filtered and the solvent removed under reduced pressure to give Example 8A which was used without further purification.

Workup

  1. customThe reaction mixture was quenched with H2O and DCM
  2. dry with materialThe DCM portion was dried over Na2SO4
  3. filtrationfiltered
  4. customthe solvent removed under reduced pressure
  5. customto give Example 8A which
  6. customwas used without further purification

Sources & evidence

ORD record
ord-84416f55946240f09a769cae266066ec
Source dataset
uspto-grants-2015_03
Patent number
US08993557B2

Reaction notes

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