2-Bromoethyl ethyl ether → HCID 9975233, compound

HRID 1072252Notes

Reaction equation

HRID 1072252 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]2[O:8][C:9]3[C:14]([CH2:15][C:5]2=[C:4]([NH2:17])[C:3]=1[C:18]#[N:19])=[CH:13][CH:12]=[C:11]([OH:16])[CH:10]=3.ClC[CH2:22][N:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH2:24]1.BrCCOCC>>[NH2:1][C:2]1[N:7]=[C:6]2[O:8][C:9]3[C:14]([CH2:15][C:5]2=[C:4]([NH2:17])[C:3]=1[C:18]#[N:19])=[CH:13][CH:12]=[C:11]([O:16][CH2:27][CH2:28][N:23]1[CH2:22][CH2:26][CH2:25][CH2:24]1)[CH:10]=3

Participants

4

Reactant 3

HCID 611412-Bromoethyl ethyl etherHCID 10106333HCID 10106333, compoundHCID 67710633HCID 67710633, compound

Product 1

HCID 9975233HCID 9975233, compound

Procedure

2,4-diamino-8-(2-pyrrolidin-1-ylethoxy)-5H-chromeno[2,3-b]pyridine-3-carbonitrile was prepared from 2,4-diamino-8-hydroxy-5H-chromeno[2,3-b]pyridine-3-carbonitrile in the same manner as described in Example 10, using 1-(2-chloroethyl)pyridine in lieu of 2-bromoethyl-ethylether. The product was isolated as a tan solid (100 mg, 46% yield).

Sources & evidence

ORD record
ord-e63189d350cf4a9180b8d2b535babf64
Source dataset
uspto-grants-2005_06
Patent number
US06909001B2

Reaction notes

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