Hydrochloric Acid → 2-Methyl-6,7,8,9-tetrahydro-5H-5,9-methanopyrimido[4,5-d]azepine

HRID 272618Notes

Reaction equation

HRID 272618 reaction equation
C(OC([N:8]1[CH2:18][CH:17]2[CH2:19][CH:10]([C:11]3[CH:12]=[N:13][C:14]([CH3:20])=[N:15][C:16]=32)[CH2:9]1)=O)(C)(C)C.Cl>CO>[CH3:20][C:14]1[N:13]=[CH:12][C:11]2[CH:10]3[CH2:19][CH:17]([CH2:18][NH:8][CH2:9]3)[C:16]=2[N:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68805749HCID 68805749, compound

Product 1

HCID 598378572-Methyl-6,7,8,9-tetrahydro-5H-5,9-methanopyrimido[4,5-d]azepineYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 4-methyl-3,5,10-triaza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene-10-carboxylic acid tert-butyl ester (0.1 mmol) in methanol (2 ml) was added a solution of 1N HCl in methanol (2 mL). The reaction mixture was stirred for 3 h at room temperature and the solvents were removed to leave a solid (0.1 mmol). 1H NMR (CD3OD, 400 MHz) δ 8.40 (s, 1H), 4.20–3.80 (m, 2H), 3.40–3.00 (m, 4H), 2.60 (s, 3H), 2.10 (m, 1H), 0.80 (br s, 1H); APCl MS m/z 176.2 (M+H)+.

Workup

  1. customthe solvents were removed

Sources & evidence

ORD record
ord-c583ccaf8c3c41318d0b32f37bfadf45
Source dataset
uspto-grants-2008_11
Patent number
US07456177B2

Reaction notes

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