1-Piperidin-4-yl-2,3-dihydro-1H-indole → 1-{1-[3-(4-Hydroxymethylphenoxy)propyl]piperidin-4-yl}indoline

HRID 1790420Notes

Reaction equation

HRID 1790420 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH2:9][CH2:8]2)[CH2:3][CH2:2]1.Br[CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][OH:26])=[CH:23][CH:22]=1>>[OH:26][CH2:25][C:24]1[CH:27]=[CH:28][C:21]([O:20][CH2:19][CH2:18][CH2:17][N:1]2[CH2:6][CH2:5][CH:4]([N:7]3[C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[CH2:9][CH2:8]3)[CH2:3][CH2:2]2)=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 220286031-Piperidin-4-yl-2,3-dihydro-1H-indoleHCID 23377467(4-(3-Bromopropoxy)phenyl)methanol

Product 1

HCID 220383871-{1-[3-(4-Hydroxymethylphenoxy)propyl]piperidin-4-yl}indolineYield 92%

Procedure

1-(4-Piperidyl)indoline (263 mg) and 4-(3-bromopropoxy)benzyl alcohol (389 mg) were treated as in Example 2 to give the title compound (422 mg) as a pale orange amorphous solid (yield: 92%).

Sources & evidence

ORD record
ord-b76d243ab5e244ce93d72c604ae26413
Source dataset
uspto-grants-2006_07
Patent number
US07071201B2

Reaction notes

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