N,N-Dimethylethylenediamine → (S)-1-(2-(dimethylamino)ethyl)-3-(4-(6-methyl-4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea

HRID 1626568Notes

Reaction equation

HRID 1626568 reaction equation
[CH3:1][N:2]1[CH2:10][C:9]2[C:8]([N:11]3[CH2:16][CH2:15][O:14][CH2:13][C@@H:12]3[CH3:17])=[N:7][C:6]([C:18]3[CH:23]=[CH:22][C:21]([NH:24][C:25](=O)[O:26]C4C=CC=CC=4)=[CH:20][CH:19]=3)=[N:5][C:4]=2[CH2:3]1.[CH3:34][N:35]([CH3:39])[CH2:36][CH2:37][NH2:38]>>[CH3:34][N:35]([CH3:39])[CH2:36][CH2:37][NH:38][C:25]([NH:24][C:21]1[CH:22]=[CH:23][C:18]([C:6]2[N:7]=[C:8]([N:11]3[CH2:16][CH2:15][O:14][CH2:13][C@@H:12]3[CH3:17])[C:9]3[CH2:10][N:2]([CH3:1])[CH2:3][C:4]=3[N:5]=2)=[CH:19][CH:20]=1)=[O:26]

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 66678768(S)-phenyl 4-(6-methyl-4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenylcarbamate

Product 1

HCID 46912598(S)-1-(2-(dimethylamino)ethyl)-3-(4-(6-methyl-4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea

Procedure

Method as described for example 51 using intermediate 10 and N1,N1-dimethylethane-1,2-diamine as starting materials. Purified by prep. LCMS (high pH).

Workup

  1. customPurified by prep

Sources & evidence

ORD record
ord-7e8ae36a0b74423ca74d70416980bf33
Source dataset
uspto-grants-2014_07
Patent number
US08785457B2

Reaction notes

Loading…