1,3-Dibromopropane → HCID 66780790, compound

HRID 1095794Notes

Reaction equation

HRID 1095794 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:23])[C:7]=1[NH:8][C:9]1[C:18]2[C:13](=[C:14]([OH:21])[C:15]([O:19][CH3:20])=[CH:16][CH:17]=2)[NH:12][C:11](=[O:22])[CH:10]=1.[Br:24][CH2:25][CH2:26][CH2:27]Br.ClCCCCCCOC1C(OC)=CC=C2C=1NC(=O)C=C2NC1C(Cl)=CN=CC=1Cl>>[Br:24][CH2:25][CH2:26][CH2:27][O:21][C:14]1[C:15]([O:19][CH3:20])=[CH:16][CH:17]=[C:18]2[C:13]=1[NH:12][C:11](=[O:22])[CH:10]=[C:9]2[NH:8][C:7]1[C:6]([Cl:23])=[CH:5][N:4]=[CH:3][C:2]=1[Cl:1]

Participants

4

Reactant 3

HCID 80011,3-DibromopropaneHCID 592681178-(6-chlorohexyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxyquinolin-2(1H)-oneHCID 592681184-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxyquinolin-2(1H)-one2×

Product 1

HCID 66780790HCID 66780790, compound

Procedure

8-(3-Bromopropoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxyquinolin-2(1H)-one was prepared from 4-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxyquinolin-2(1H)-one (Intermediate 3) and 1,3-dibromopropane following the procedure outlined for Intermediate 4 (modifications: 1.0 equiv KHMDS and 5.0 equiv of dibromide used; reaction run at room temperature). MS (ESI): 472.1.

Sources & evidence

ORD record
ord-9e9f0fb60e8548fdb486961ea5a4b3fa
Source dataset
uspto-grants-2012_03
Patent number
US08138205B2

Reaction notes

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