3-(Dimethylamino)propanoic acid hydrochloride → (S)-1-(4-(6-(3-(dimethylamino)propanoyl)-4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)phenyl)-3-ethylurea

HRID 1626605Notes

Reaction equation

HRID 1626605 reaction equation
[CH2:1]([NH:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:14]=[C:15]([N:23]3[CH2:28][CH2:27][O:26][CH2:25][C@@H:24]3[CH3:29])[C:16]3[CH2:22][NH:21][CH2:20][CH2:19][C:17]=3[N:18]=2)=[CH:9][CH:8]=1)=[O:5])[CH3:2].Cl.[CH3:31][N:32]([CH3:38])[CH2:33][CH2:34][C:35](O)=[O:36]>>[CH3:31][N:32]([CH3:38])[CH2:33][CH2:34][C:35]([N:21]1[CH2:20][CH2:19][C:17]2[N:18]=[C:13]([C:10]3[CH:11]=[CH:12][C:7]([NH:6][C:4]([NH:3][CH2:1][CH3:2])=[O:5])=[CH:8][CH:9]=3)[N:14]=[C:15]([N:23]3[CH2:28][CH2:27][O:26][CH2:25][C@@H:24]3[CH3:29])[C:16]=2[CH2:22]1)=[O:36]

Participants

3

Reactant 2

HCID 115863273-(Dimethylamino)propanoic acid hydrochlorideHCID 46913569(S)-1-ethyl-3-(4-(4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)phenyl)urea

Product 1

HCID 46913370(S)-1-(4-(6-(3-(dimethylamino)propanoyl)-4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)phenyl)-3-ethylurea

Procedure

Method as described for example 17 using (S)-1-ethyl-3-(4-(4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)phenyl)urea (example 12) and 3-dimethylamino propionic acid hydrochloride as starting materials. Purified by prep HPLC (low pH).

Workup

  1. customPurified by prep HPLC (low pH)

Sources & evidence

ORD record
ord-49f8a3ac0fd942a79aa999a3098e3ac7
Source dataset
uspto-grants-2014_07
Patent number
US08785457B2

Reaction notes

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