Sodium ethoxide → HCID 86596769, compound

HRID 861162Notes

Reaction equation

HRID 861162 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]([C:18](=O)[C:19]#[CH:20])=[C:11]3[CH:12]=[CH:13][CH:14]=[C:15]([Cl:16])[N:10]3[N:9]=2)[CH:5]=[CH:6][CH:7]=1.Cl.[CH:23]1([NH:28][C:29]([NH2:31])=[NH:30])[CH2:27][CH2:26][CH2:25][CH2:24]1.[O-]CC.[Na+]>>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]([C:18]3[CH:19]=[CH:20][N:31]=[C:29]([NH:28][CH:23]4[CH2:27][CH2:26][CH2:25][CH2:24]4)[N:30]=3)=[C:11]3[CH:12]=[CH:13][CH:14]=[C:15]([Cl:16])[N:10]3[N:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 2723922Sodium ethoxideHCID 57444750HCID 57444750, compoundHCID 178479367HCID 178479367, compound

Product 1

HCID 86596769HCID 86596769, compoundYield 46%

Procedure

In a similar manner as described in Example 46 from 1-[2-(3-bromophenyl)-7-chloropyrazolo[1,5-a]pyridin-3-yl]-2-propyn-1-one (1.0 g, 2.8 mmol), N-cyclopentylguanidine hydrochloride and sodium ethoxide (4.1 mL, 21 wt % in ethanol, 3.6 mmol) at room temperature was obtained 4-[2-(3-bromophenyl)-7-chloropyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine (0.60 g, 46%) as a yellow crystalline solid. MS m/z 469 (M+1).

Sources & evidence

ORD record
ord-c681a420a5c74026b8907da825280a02
Source dataset
uspto-grants-2006_12
Patent number
US07153855B2

Reaction notes

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