(Tetrahydro-furan-3-yl)-methansulfonate → 3-{4-[1-(tetrahydro-furan-3-ylmethyl)-1H-indol-3-yl]-piperidin-1-ylmethyl}-benzoic acid

HRID 457811Notes

Reaction equation

HRID 457811 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.[O:27]1[CH2:31][CH2:30][CH:29]([CH2:32]S([O-])(=O)=O)[CH2:28]1>>[O:27]1[CH2:31][CH2:30][CH:29]([CH2:32][N:19]2[C:20]3[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:17]([CH:14]3[CH2:13][CH2:12][N:11]([CH2:10][C:6]4[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=4)[C:3]([OH:2])=[O:26])[CH2:16][CH2:15]3)=[CH:18]2)[CH2:28]1

Participants

3

Reactant 2

HCID 17964347(Tetrahydro-furan-3-yl)-methansulfonateHCID 694123693-[4-(1H-indol-3-yl)-piperidin-1-ylmethyl]-benzoic acid methyl ester

Product 1

HCID 102735253-{4-[1-(tetrahydro-furan-3-ylmethyl)-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 0.1 g (0.28 mmol) of 3-[4-(1H-indol-3-yl)-piperidin-1-ylmethyl]-benzoic acid methyl ester (example 28, part A) and 0.72 g (0.4 mmol) of (tetrahydro-furan-3-yl)-methansulfonate. After standard purification, 0.04 g (34% of yield) of the expected acid were obtained.

Workup

  1. customThis compound was prepared
  2. customAfter standard purification, 0.04 g (34% of yield) of the expected acid
  3. customwere obtained

Sources & evidence

ORD record
ord-fd51098ab3fc4805870febb95b7a305c
Source dataset
uspto-grants-2007_03
Patent number
US07189741B2

Reaction notes

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