(s)-3-Fluoropyrrolidine hydrochloride → HCID 59402321, compound

HRID 2090509Notes

Reaction equation

HRID 2090509 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH:17]([CH3:18])[CH2:16][C:15]3[C:10](=[CH:11][C:12]([C:19]4[CH:20]=[CH:21][C:22]([C:25]([OH:27])=O)=[N:23][CH:24]=4)=[CH:13][CH:14]=3)[CH2:9]2)[CH:5]=[C:4]([N:28]2[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]2)[N:3]=1.Cl.[F:36][C@H:37]1[CH2:41][CH2:40][NH:39][CH2:38]1>>[F:36][C@H:37]1[CH2:41][CH2:40][N:39]([C:25]([C:22]2[N:23]=[CH:24][C:19]([C:12]3[CH:11]=[C:10]4[C:15]([CH2:16][CH:17]([CH3:18])[N:8]([C:6]5[CH:5]=[C:4]([N:28]6[CH2:29][CH2:30][N:31]([CH3:34])[CH2:32][CH2:33]6)[N:3]=[C:2]([NH2:1])[N:7]=5)[CH2:9]4)=[CH:14][CH:13]=3)=[CH:20][CH:21]=2)=[O:27])[CH2:38]1

Participants

3

Reactant 2

HCID 16217739(s)-3-Fluoropyrrolidine hydrochlorideHCID 594023605-{2-[2-Amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3-methyl-1,2,3,4-tetrahydroisoquinolin-7-yl}pyridine-2-carboxylic acid

Product 1

HCID 59402321HCID 59402321, compound

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 50B starting from 5-{2-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3-methyl-1,2,3,4-tetrahydroisoquinolin-7-yl}pyridine-2-carboxylic acid (Example 50B, Step 1) and (S)-(+)-3-fluoropyrrolidine hydrochloride (Oakwood, Cat. No. 013157). LCMS (M+H)+: m/z=531.2.

Workup

  1. customThis compound was prepared
  2. customthose described for the synthesis of Example 50B

Sources & evidence

ORD record
ord-28b1a716238345b5b7f06f09aebd1b9b
Source dataset
uspto-grants-2013_05
Patent number
US08436008B2

Reaction notes

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