2-Chloropropionyl chloride → HCID 118117247, compound

HRID 1747231Notes

Reaction equation

HRID 1747231 reaction equation
[NH2:1][C@H:2]([CH2:5][C:6]1[CH:11]=[C:10](Br)[CH:9]=[CH:8][C:7]=1[F:13])[CH2:3][OH:4].[Cl:14][CH:15]([CH3:19])[C:16](Cl)=O.Br.Br[C:22]1[N:23]=[N:24][CH:25]=[CH:26][CH:27]=1>>[ClH:14].[F:13][C:7]1[CH:8]=[CH:9][C:10]([C:22]2[N:23]=[N:24][CH:25]=[CH:26][CH:27]=2)=[CH:11][C:6]=1[CH2:5][C@H:2]1[NH:1][CH2:16][C@@H:15]([CH3:19])[O:4][CH2:3]1

Participants

4

Reactant 3

HCID 1110192-Chloropropionyl chlorideHCID 53407768HCID 53407768, compoundHCID 89560461HCID 89560461, compound

Product 1

HCID 118117247HCID 118117247, compound

Procedure

The title compound was prepared from (R)-2-amino-3-(5-bromo-2-fluorophenyl)propan-1-ol (Chiral Quest) and rac-2-chloropropanoyl chloride, in analogy to the sequence of reactions described for the preparation of B-18 substituting 2-bromopyrimidine for 3-bromopyridazine hydrobromide. LC-MS A: tR=0.52 min; [M+H]+=288.25.

Workup

  1. customdescribed for the preparation of B-18

Sources & evidence

ORD record
ord-d641832eb8654e85b918bb762a540710
Source dataset
uspto-grants-2015_10
Patent number
US09150566B2

Reaction notes

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