2-Amino-2-methyl-1,3-propanediol → 2-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-methylpropane-1,3-diol

Reaction equation

Cl[C:2]1[C:7]([CH2:8][CH:9]=O)=[C:6]([Cl:11])[N:5]=[CH:4][N:3]=1.[NH2:12][C:13]([CH3:18])([CH2:16][OH:17])[CH2:14][OH:15]>>[Cl:11][C:6]1[C:7]2[CH:8]=[CH:9][N:12]([C:13]([CH3:18])([CH2:16][OH:17])[CH2:14][OH:15])[C:2]=2[N:3]=[CH:4][N:5]=1

Participants

Reactant 2

HCID 15312-Amino-2-methyl-1,3-propanediol

HCID 13989292(4,6-Dichloropyrimidin-5-yl)acetaldehyde

Product 1

HCID 866721172-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-methylpropane-1,3-diol

Procedure

The title compound was prepared according to the method described for Preparation 1 using (4,6-dichloropyrimidin-5-yl)acetaldehyde (Preparation 208) and 2-amino-2-methylpropane-1,3-diol to afford the title compound as a yellow liquid in 79% yield, 3.88 g.

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-8fc5262635fb42f4819494c895016789
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08846698B2

Reaction notes

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