2-(2-Bromoethyl)-1,3-dioxolane → 3-{4-[1-(2-[1,3]dioxolan-2-yl-ethyl)-1H-indol-3-yl]-piperidin-1-ylmethyl}-benzoic Acid

HRID 457803Notes

Reaction equation

HRID 457803 reaction equation
C[O:2][C:3](=[O:26])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][N:11]2[CH2:16][CH2:15][CH:14]([C:17]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[NH:19][CH:18]=3)[CH2:13][CH2:12]2)[CH:5]=1.Br[CH2:28][CH2:29][CH:30]1[O:34][CH2:33][CH2:32][O:31]1>>[O:31]1[CH2:32][CH2:33][O:34][CH:30]1[CH2:29][CH2:28][N:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:17]([CH:14]2[CH2:15][CH2:16][N:11]([CH2:10][C:6]3[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=3)[C:3]([OH:2])=[O:26])[CH2:12][CH2:13]2)=[CH:18]1

Participants

3

Reactant 2

HCID 877762-(2-Bromoethyl)-1,3-dioxolaneHCID 694123693-[4-(1H-indol-3-yl)-piperidin-1-ylmethyl]-benzoic acid methyl ester

Product 1

HCID 102966193-{4-[1-(2-[1,3]dioxolan-2-yl-ethyl)-1H-indol-3-yl]-piperidin-1-ylmethyl}-benzoic Acid

Procedure

This compound was prepared following the procedure described in example 1 (part E) starting with 0.046 g (0.13 mmol) of 3-[4-(1H-indol-3-yl)-piperidin-1-ylmethyl]-benzoic acid methyl ester and 0.019 mL (0.16 mmol) of 2-(2-bromo-ethyl)-[1,3]dioxolane. After the described purification, 0.023 g (40% of yield) of the expected acid was obtained.

Workup

  1. customThis compound was prepared
  2. customAfter the described purification, 0.023 g (40% of yield) of the expected acid
  3. customwas obtained

Sources & evidence

ORD record
ord-517d6c08b2734709a2039fad84d2229f
Source dataset
uspto-grants-2007_03
Patent number
US07189741B2

Reaction notes

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