HCID 22859559, compound → 5-(4-Carbamoylphenyl)-3-(pyrrolidin-2(R)-ylmethyl)-1H-indole

HRID 1441060Notes

Reaction equation

HRID 1441060 reaction equation
C(OC([N:11]1[CH2:15][CH2:14][CH2:13][C@@H:12]1[CH2:16][C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[C:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32](=[O:34])[NH2:33])=[CH:28][CH:27]=3)[CH:24]=2)[NH:19][CH:18]=1)=O)C1C=CC=CC=1>C(O)C>[C:32]([C:29]1[CH:30]=[CH:31][C:26]([C:23]2[CH:24]=[C:25]3[C:20](=[CH:21][CH:22]=2)[NH:19][CH:18]=[C:17]3[CH2:16][C@H:12]2[CH2:13][CH2:14][CH2:15][NH:11]2)=[CH:27][CH:28]=1)(=[O:34])[NH2:33]

Participants

3

Reactant 1

HCID 22859559HCID 22859559, compound

Product 1

HCID 228595755-(4-Carbamoylphenyl)-3-(pyrrolidin-2(R)-ylmethyl)-1H-indoleYield 83.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-(1-Benzyloxycarbonylpyrrolidin-2(R)-ylmethyl)-5-(4-carbamoylphenyl)-1H-indole (355 mg, 0.784 mmol) (see Preparation 41) in ethanol was reduced using catalytic hydrogenation, as described in Example 35. This gave the title compound as a white foam (210 mg). Found: C,72.33; H,6.80; N,12.35; C20H21N3O.3/4H2O requires: C,72.16; H,6.81; N,12.62%.

Sources & evidence

ORD record
ord-8a3d0062b74745bbb6c69d41a5ba0c38
Source dataset
uspto-grants-1996_03
Patent number
US05502065

Reaction notes

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