Triethylamine → HCID 86760098, compound

HRID 1827542Notes

Reaction equation

HRID 1827542 reaction equation
[CH3:1][O:2][C:3]1[CH:24]=[C:23]([O:25][CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][O:27]2)[CH:22]=[CH:21][C:4]=1[CH2:5][NH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[CH:9][CH:8]=1.C(N(CC)CC)C.[CH:39]1([C:45](Cl)=[O:46])[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:24]=[C:23]([O:25][CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][O:27]2)[CH:22]=[CH:21][C:4]=1[CH2:5][N:6]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[CH:9][CH:8]=1)[C:45]([CH:39]1[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]1)=[O:46]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 75938Cyclohexanecarbonyl chlorideHCID 516892Sodium BicarbonateHCID 22137347HCID 22137347, compound

Product 1

HCID 86760098HCID 86760098, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [2-methoxy-4-(tetrahydro-pyran-2-yloxy)-benzyl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine (0.100 g, 0.23 mmol) and triethylamine (0.10 mL, 0.70 mmol) in 2 mL methylene chloride was added cyclohexanecarbonyl chloride (0.078 mL, 0.58 mmol), dropwise. The reaction mixture was stirred for 1 hr. at room temperature. Saturated aqueous sodium bicarbonate was added and the layers were separated. The aqueous layer was washed with an additional 2 mL of methylene chloride. The combined organic layers were concentrated in vacuo to give the title compound of Step A. MS 537.2 (M+1)+

Workup

  1. customat room temperature
  2. customthe layers were separated
  3. washThe aqueous layer was washed with an additional 2 mL of methylene chloride
  4. concentrationThe combined organic layers were concentrated in vacuo

Sources & evidence

ORD record
ord-c4491c3c1607462598fe6ff133d05979
Source dataset
uspto-grants-2006_05
Patent number
US07053212B2

Reaction notes

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