L-Alaninol → (2S)-2-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)propan-1-ol

HRID 82141

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

Participants

Reactant 2

HCID 80307L-Alaninol

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

Product 1

HCID 86672075(2S)-2-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)propan-1-ol

Procedure

The title compound was prepared according to the method described for Preparation 1 using (4,6-dichloropyrimidin-5-yl)acetaldehyde and (S)-2-amino-1-propanol to afford the title compound as a cream solid in 98% yield, 10.9 g.

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-0f253aeb3c0e4d318bedf0e3841bf081
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08846698B2

Linked notes

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