2-Chloromethyl 2-(trimethylsilyl)ethyl ether → Ethyl 4-(2-ethoxy-5-fluorophenyl)-6-methyl-5-{[2-(trimethylsilyl)ethoxy]methyl}-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

HRID 1423439Notes

Reaction equation

HRID 1423439 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:5]=1[C:11]1[C:12]2[NH:19][C:18]([CH3:20])=[C:17]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:13]=2[N:14]=[CH:15][N:16]=1)[CH3:2].Cl[CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:34])([CH3:33])[CH3:32]>>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:5]=1[C:11]1[C:12]2[N:19]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:34])([CH3:33])[CH3:32])[C:18]([CH3:20])=[C:17]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:13]=2[N:14]=[CH:15][N:16]=1)[CH3:2]

Participants

3

Reactant 2

HCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 67955344ethyl 4-(2-ethoxy-5-fluorophenyl)-6-methyl-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

Product 1

HCID 67956324Ethyl 4-(2-ethoxy-5-fluorophenyl)-6-methyl-5-{[2-(trimethylsilyl)ethoxy]methyl}-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

Procedure

Starting from ethyl 4-(2-ethoxy-5-fluorophenyl)-6-methyl-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylate (example D.a4) and commercially available (2-chloromethoxy-ethyl)-trimethyl-silane the title compound is obtained as yellow viscous oil.

Sources & evidence

ORD record
ord-587ee9b99cbe4bb491eea6b1664bf981
Source dataset
uspto-grants-2015_01
Patent number
US08927557B2

Reaction notes

Loading…