Triethylamine → HCID 14648892, compound

HRID 1905563Notes

Reaction equation

HRID 1905563 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2([C:18]#[N:19])[CH2:16][CH2:15][C:14](=O)[CH2:13][CH2:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C(N(CC)CC)C.[ClH:27].[CH3:28][O:29][C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][C:39]=1[O:40][CH3:41])[NH:36][CH2:35][CH2:34][CH2:33]2.C([BH3-])#N.[Na+]>C(O)(C)C>[ClH:27].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2([C:18]#[N:19])[CH2:16][CH2:15][CH:14]([N:36]3[C:37]4[C:32](=[CH:31][C:30]([O:29][CH3:28])=[C:39]([O:40][CH3:41])[CH:38]=4)[CH2:33][CH2:34][CH2:35]3)[CH2:13][CH2:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 749913Cyclohexanecarbonitrile, 1-(3,4-dimethoxyphenyl)-4-oxo-HCID 5003444Sodium cyanoborohydrideHCID 2328883599986-03-5

Product 1

HCID 14648892HCID 14648892, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 4-(3,4-dimethoxyphenyl)-4-cyanocyclohexanone (3.5 mmol), triethylamine (3.5 mmol), 6,7-dimethoxy-1,2,3,4-tetrahydroquinoline hydrochloride (3.5 mmol) and sodium cyanoborohydride (5 mmol) in 50 ml iso-propanol was stirred at 25° C. for several days, poured onto ice water and extracted with ethyl acetate. The salt was prepared from anhydrous HCl in ethyl acetate. ##STR15##

Workup

  1. additionpoured onto ice water
  2. extractionextracted with ethyl acetate
  3. customThe salt was prepared from anhydrous HCl in ethyl acetate

Sources & evidence

ORD record
ord-31333e2ed1524ea89bffb6b3ed3708e0
Source dataset
uspto-grants-1989_06
Patent number
US04843081

Reaction notes

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