HCID 69315092, compound → HCID 22172631, compound

HRID 1823685Notes

Reaction equation

HRID 1823685 reaction equation
C(OC(=O)[NH:10][CH:11]([C:15]1[N:16]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:17](=[O:25])[C:18]2[CH:24]=[N:23][CH:22]=[CH:21][C:19]=2[N:20]=1)[CH:12]([CH3:14])[CH3:13])C1C=CC=CC=1>Br.C(O)(=O)C>[NH2:10][CH:11]([C:15]1[N:16]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:17](=[O:25])[C:18]2[CH:24]=[N:23][CH:22]=[CH:21][C:19]=2[N:20]=1)[CH:12]([CH3:14])[CH3:13]

Participants

3

Reactant 1

HCID 69315092HCID 69315092, compound

Product 1

HCID 22172631HCID 22172631, compound

Reagents, catalysts & solvents 1

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidSolvent

Procedure

Formula 107a where R1, R3 and R4 are H; R5 is Benzyl; R6 is Isopropyl; R6′ is H; W, Y and Z are —C═; and X is —N═: [1-(3-Benzyl-4-oxo-3,4-dihydro-pyrido[4,3-d]pyrimidin-2-yl)-2-methyl-propyl]-carbamic acid benzyl ester (0.850 g, 1.92 mmol) was dissolved in a solution of HBr/acetic acid (16 mL, 30% wt) and the mixture stirred for 2 hours at room temperature. The solvents were removed under reduced pressure to give the corresponding de-protected amine of Formula 107a, 2-(1-amino-2-methyl-propyl)-3-benzyl-3H-pyrido[4,3-d]pyrimidin-4-one, as a solid HBr salt, which was taken on without further purification. MS (Cl) M/E: 309.3.

Workup

  1. customThe solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-db8123e208c14ab3af8a04dd2ae4d896
Source dataset
uspto-grants-2006_05
Patent number
US07038048B2

Reaction notes

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