Hydrochloric Acid → 4-(6-Bromo-5-fluoro-2,3-dihydro-indol-1-yl)-7-methoxy-quinazoline hydrochloride salt

HRID 1597959Notes

Reaction equation

HRID 1597959 reaction equation
Cl.[Br:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][NH:9]2)=[CH:5][C:4]=1[F:12].[Cl:13][C:14]1[C:23]2[C:18](=[CH:19][C:20]([O:24][CH3:25])=[CH:21][CH:22]=2)[N:17]=[CH:16][N:15]=1>CC(O)C>[ClH:13].[Br:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][N:9]2[C:14]2[C:23]3[C:18](=[CH:19][C:20]([O:24][CH3:25])=[CH:21][CH:22]=3)[N:17]=[CH:16][N:15]=2)=[CH:5][C:4]=1[F:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 189250784-Chloro-7-methoxy-quinazolineHCID 219483686-Bromo-5-fluoroindoline

Product 1

HCID 189328774-(6-Bromo-5-fluoro-2,3-dihydro-indol-1-yl)-7-methoxy-quinazoline hydrochloride saltYield 74%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Utilizing a procedure analogous to that described in Example 1 (with conversion to the HCl salt as outlined for Example 2), this product was prepared in 74% yield from 6-bromo-5-fluoro-indoline (1.1 eq.), and 4-chloro-7-methoxy-quinazoline (1.0 eq) in i-PrOH. (M.P. 252°-252° C.; LC-MS: 374, 376 (MH+); anal. RP18-HPLC RT: 5.26 min.).

Sources & evidence

ORD record
ord-166346893af24d88abf5b72435c3f01a
Source dataset
uspto-grants-1998_04
Patent number
US05736534

Reaction notes

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