1-(4-{(S)-1-[(R)-1-(4-Methoxy-phenyl)-ethyl]-pyrrolidin-2-yl}-pyridin-2-yl)-2,3-dihydro-1H-indole → 1-((S)-4-pyrrolidin-2-yl-pyridin-2-yl)-2,3-dihydro-1H-indole

HRID 1667618Notes

Reaction equation

HRID 1667618 reaction equation
COC1C=CC([C@H]([N:11]2[CH2:15][CH2:14][CH2:13][C@H:12]2[C:16]2[CH:21]=[CH:20][N:19]=[C:18]([N:22]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH2:24][CH2:23]3)[CH:17]=2)C)=CC=1>C(O)(C(F)(F)F)=O>[NH:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[C:16]1[CH:21]=[CH:20][N:19]=[C:18]([N:22]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH2:24][CH2:23]2)[CH:17]=1

Participants

3

Reactant 1

HCID 581119481-(4-{(S)-1-[(R)-1-(4-Methoxy-phenyl)-ethyl]-pyrrolidin-2-yl}-pyridin-2-yl)-2,3-dihydro-1H-indole

Product 1

HCID 581119321-((S)-4-pyrrolidin-2-yl-pyridin-2-yl)-2,3-dihydro-1H-indole

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of (1-(4-{(S)-1-[(R)-1-(4-Methoxy-phenyl)-ethyl]-pyrrolidin-2-yl}-pyridin-2-yl)-2,3-dihydro-1H-indole (140 mg, 0.35 mmol) in TFA (10 mL) is heated in microwave at 100° C. for 30 min and concentrated down to give crude 1-((S)-4-pyrrolidin-2-yl-pyridin-2-yl)-2,3-dihydro-1H-indole (6), which is used in next step without further purification.

Workup

  1. concentrationconcentrated down

Sources & evidence

ORD record
ord-3f23c40509cf44418d2ba0167b98834a
Source dataset
uspto-grants-2011_10
Patent number
US08044209B2

Reaction notes

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