Methyl 2-(2-chloroethoxy)benzoate → HCID 10139592, compound
Reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[CH:7][N:8]2[CH2:11][C:12]2[O:13][CH:14]=[CH:15][CH:16]=2)=[CH:4][CH:3]=1.C[O:24][C:25](=[O:36])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[O:32][CH2:33][CH2:34]Cl>>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:17]3[CH2:18][CH2:19][N:20]([CH2:34][CH2:33][O:32][C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=4[C:25]([OH:36])=[O:24])[CH2:21][CH2:22]3)=[CH:7][N:8]2[CH2:11][C:12]2[O:13][CH:14]=[CH:15][CH:16]=2)=[CH:4][CH:3]=1Participants
3
Procedure
This compound was prepared following the procedure described in example 13 (part E) starting with 2 g (6.5 mmol) of 6-fluoro-1-furan-2-ylmethyl-3-piperidin-4-yl-1H-indole and 1.5 g (7.1 mmol) of 2-(2-chloro-ethoxy)-benzoic acid methyl ester. After standard work-up and purification by flash chromatography over silica gel, 0.9 g (30% of yield) of the expected acid were obtained.
Workup
- customThis compound was prepared
- customAfter standard work-up and purification by flash chromatography
Sources & evidence
- ORD record
- ord-053ce2c77a6747cf80d6f7ecea2d9af0
- Source dataset
- uspto-grants-2007_03
- Patent number
- US07189741B2
Reaction notes
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