Water → HCID 67314395, compound

HRID 2179661Notes

Reaction equation

HRID 2179661 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:16]3[O:15][C:14]([C:17]([NH:19][C@@H:20]4[CH:25]5[CH2:26][CH2:27][N:22]([CH2:23][CH2:24]5)[CH2:21]4)=[O:18])=[CH:13][C:12]=3[CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:28][O:29][CH2:30][C:31]([Cl:33])=[O:32].C(N(CC)CC)C.O>C1COCC1>[ClH:33].[N:22]12[CH2:23][CH2:24][CH:25]([CH2:26][CH2:27]1)[C@@H:20]([NH:19][C:17]([C:14]1[O:15][C:16]3[C:8]([C:4]4[CH:5]=[CH:6][CH:7]=[C:2]([NH:1][C:31](=[O:32])[CH2:30][O:29][CH3:28])[CH:3]=4)=[CH:9][CH:10]=[CH:11][C:12]=3[CH:13]=1)=[O:18])[CH2:21]2

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 96623Methoxyacetyl chlorideHCID 58675161HCID 58675161, compound

Product 1

HCID 67314395HCID 67314395, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

75 mg (0.21 mmol) of 7-(3-aminophenyl)-N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-1-benzofuran-2-carboxamide (Example 114), 21 μl (0.31 mmol) of methoxyacetyl chloride and 87 μl (0.62 mmol) of triethylamine are stirred in 2 ml of THF at RT overnight. After addition of water, the solvent is removed under reduced pressure.

Workup

  1. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-3c38f0d9d31f41698d55ec991900a99b
Source dataset
uspto-grants-2015_06
Patent number
US09067931B2

Reaction notes

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