1-Phenylethanol, (R)- → 1h-Pyrrolo[2,3-c]pyridine-5-carboxylic acid,1-[(4-fluorophenyl)methyl]-3-[[(1r)-1-phenylethoxy]methyl]-,methyl ester

HRID 2377114Notes

Reaction equation

HRID 2377114 reaction equation
CN([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][N:10]=[C:11]([C:14]([O:16][CH3:17])=[O:15])[CH:12]=2)[N:7]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[CH:6]=1)C.[C:26]1([C@H:32]([OH:34])[CH3:33])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[F:25][C:22]1[CH:23]=[CH:24][C:19]([CH2:18][N:7]2[C:8]3=[CH:9][N:10]=[C:11]([C:14]([O:16][CH3:17])=[O:15])[CH:12]=[C:13]3[C:5]([CH2:4][O:34][C@@H:32]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH3:33])=[CH:6]2)=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 6375161-Phenylethanol, (R)-HCID 59855831HCID 59855831, compound

Product 1

HCID 598558351h-Pyrrolo[2,3-c]pyridine-5-carboxylic acid,1-[(4-fluorophenyl)methyl]-3-[[(1r)-1-phenylethoxy]methyl]-,methyl ester

Procedure

The title compound was prepared as in example 116, step 1, using methyl 3-[(dimethylamino)methyl]-1-(4-fluorobenzyl)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate and (1R)-1-phenylethanol. 1H NMR (300 MHz, CHLOROFORM-D) δ ppm 1.48 (d, J=6.41 Hz, 3H) 4.01 (s, 3H) 4.48-4.59 (m, 3H) 5.34 (s, 2H) 6.97-7.05 (m, 2H) 7.10-7.17 (m, 2H) 7.23 (s, 1H) 7.29-7.42 (m, 5H) 8.47 (s, 1H) 8.72 (s, 1H)

Sources & evidence

ORD record
ord-616139b272844edf996beff6f4816b8e
Source dataset
uspto-grants-2008_12
Patent number
US07468375B2

Reaction notes

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