Ethanolamine → HCID 86618457, compound

HRID 2262305Notes

Reaction equation

HRID 2262305 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[C:5]2[S:10][C:9]([C:11]3[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=3)[C:14]([OH:16])=O)=[C:8]([CH3:20])[C:6]=2[N:7]=1.[CH2:27]([CH2:29][NH2:30])[OH:28]>>[Cl:1][C:2]1[N:3]=[C:4]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[C:5]2[S:10][C:9]([C:11]3[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=3)[C:14]([NH:30][CH2:29][CH2:27][OH:28])=[O:16])=[C:8]([CH3:20])[C:6]=2[N:7]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 86618456HCID 86618456, compound

Product 1

HCID 86618457HCID 86618457, compound

Procedure

3-(2-Chloro-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)benzoic acid (60 mg) was reacted with ethanolamine via General Procedure B to yield 3-(2-chloro-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-(2-hydroxyethyl)benzamide. Crude 3-(2-chloro-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-(2-hydroxyethyl)benzamide (74 mg) was coupled to 7-azaindole-5-boronic acid pinacol ester via General Procedure A. The product was purified by reverse phase HPLC to yield 2.6 mg of 426. MS (Q1) 515.2 (M)+

Sources & evidence

ORD record
ord-efc1b728aa514b95ac45a7b564ef3a48
Source dataset
uspto-grants-2010_12
Patent number
US07846929B2

Reaction notes

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