Glycine methyl ester → HCID 44193862, compound

HRID 1878599Notes

Reaction equation

HRID 1878599 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[N:12][CH:13]=[C:14]([C:16]3[C:17]4[CH:31]=[CH:30][NH:29][C:18]=4[N:19]=[C:20]([C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[N:23]=4)N=3)[CH:15]=2)=[CH:6][CH:5]=1.[CH3:32]C1N=C(C2N=C(C3C=C(C4C=CC(C=O)=CC=4)C=NC=3)C3C=CNC=3N=2)C=CC=1.Cl.CN.[CH3:65][O:66][C:67](=[O:70])CN>>[CH3:65][O:66][C:67](=[O:70])[CH2:1][NH:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:11]=[N:12][CH:13]=[C:14]([C:16]3[CH:32]=[C:20]([C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[N:23]=4)[N:19]=[C:18]4[NH:29][CH:30]=[CH:31][C:17]=34)[CH:15]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 4

HCID 69221Glycine methyl esterHCID 6364545Methylamine hydrochlorideHCID 68734971HCID 68734971, compoundHCID 86632431HCID 86632431, compound

Product 1

HCID 44193862HCID 44193862, compound

Procedure

(4-{5-[6-(6-Methyl-pyridin-2-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-pyridin-3-yl}-benzylamino)-acetic acid methyl ester is prepared by an analogous method to that for methyl-(4-{5-[2-(6-methyl-pyridin-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-pyridin-3-yl}-benzyl)-amine (Example 39) by replacing 4-{5-[2-(6-Methyl-pyridin-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-pyridin-3-yl}-benzaldehyde (Intermediate 58) with 4-{5-[6-(6-methyl-pyridin-2-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-3-yl}-benzaldehyde (Intermediate 185) and methylamine hydrochloride with amino-acetic acid methyl ester (Rare Chemicals GmbH, Kiel, Germany).

Sources & evidence

ORD record
ord-37de48d10e744832a04138953b35fa5e
Source dataset
uspto-grants-2012_11
Patent number
US08314112B2

Reaction notes

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