Phosgene → HCID 59496754, compound

HRID 449405Notes

Reaction equation

HRID 449405 reaction equation
CC1C=CC(S(O)(=O)=O)=CC=1.[O:12]1[CH2:16][CH2:15][C@@H:14]([NH2:17])[CH2:13]1.[C:18](Cl)(Cl)=[O:19].Cl.[CH3:23][N:24]1[CH2:29][CH2:28][N:27]([C:30]2[CH:35]=[C:34]([C:36]3[CH:45]=[C:44]4[C:39]([CH2:40][CH2:41][NH:42][CH2:43]4)=[CH:38][CH:37]=3)[N:33]=[C:32]([NH2:46])[N:31]=2)[CH2:26][CH2:25]1>>[NH2:46][C:32]1[N:33]=[C:34]([C:36]2[CH:45]=[C:44]3[C:39]([CH2:40][CH2:41][N:42]([C:18]([NH:17][C@@H:14]4[CH2:15][CH2:16][O:12][CH2:13]4)=[O:19])[CH2:43]3)=[CH:38][CH:37]=2)[CH:35]=[C:30]([N:27]2[CH2:26][CH2:25][N:24]([CH3:23])[CH2:29][CH2:28]2)[N:31]=1

Participants

4

Reactant 3

HCID 6371PhosgeneHCID 142431694-Methylbenzene-1-sulfonic acid--(3R)-oxolan-3-amine (1/1)HCID 675414894-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt

Product 1

HCID 59496754HCID 59496754, compound

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 40 starting from (3R)-tetrahydrofuran-3-amine 4-methylbenzenesulfonate (Fluka, Cat. #09440), phosgene and 4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt. Analytic LCMS (M+H)+: m/z=438.3.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-04082919e213466eac0087f0fb3b8250
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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