Acetyl chloride → HCID 22859576, compound

HRID 1441058Notes

Reaction equation

HRID 1441058 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]([CH2:32][OH:33])=[CH:28][CH:27]=3)[CH:24]=2)[NH:19][CH:18]=1)=O)C1C=CC=CC=1.C(Cl)(=O)C>C(O)C>[OH:33][CH2:32][C:29]1[CH:28]=[CH:27][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:31][CH:30]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 228595603-(1-Benzyloxycarbonylpyrrolidin-2(R)-ylmethyl)-5-(4-hydroxymethylphenyl)-1H-indole

Product 1

HCID 22859576HCID 22859576, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-(1-Benzyloxycarbonylpyrrolidin-2(R)-ylmethyl)-5-(4-hydroxymethylphenyl)-1H-indole (450 mg, 0.973 mmol) (see Preparation 39) in ethanol was reduced using catalytic hydrogenation as described in Example 35 except that no acetyl chloride was used in the reaction. This gave the title compound as an off-white powder, m.pt. 65°-69° C. (210 mg). Found: C,76.15; H,7.43; N,8.66; C20H22N2O.1/2H2O requires: C,76.16; H,7.35; N,8.88%.

Workup

  1. customwas used in the reaction

Sources & evidence

ORD record
ord-51b1d982533f4284ad7c59ecdfc99df3
Source dataset
uspto-grants-1996_03
Patent number
US05502065

Reaction notes

Loading…