Hydrochloric Acid → HCID 57955517, compound

HRID 914136Notes

Reaction equation

HRID 914136 reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[C:9]([F:14])([F:13])[CH2:8][N:7]([CH:15]3[CH2:19][CH2:18][C@@H:17]([CH3:20])[CH2:16]3)[C:6]=2[N:21]=1.[H-].[Na+].[CH3:24]I.Cl>>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:11]([CH3:24])[C:10](=[O:12])[C:9]([F:14])([F:13])[CH2:8][N:7]([CH:15]3[CH2:19][CH2:18][C@@H:17]([CH3:20])[CH2:16]3)[C:6]=2[N:21]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 57955652HCID 57955652, compound

Product 1

HCID 57955517HCID 57955517, compound

Procedure

2-Chloro-7,7-difluoro-9-((3R)-3-methylcyclopentyl)-8,9-dihydro-5H-pyrimido[4,5-b][1,4]diazepin-6(7H)-one was methylated on 5-position using sodium hydride and methyl iodide. After 30 minutes the reaction was deemed complete by LCMS, poured into ice, the solution acidified with 1N HCl, the product filtered off as a tan solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.91-2.22 (m, 10H) 3.34 (s, 3H) 4.04-4.35 (m, 2H) 4.72-5.04 (m, 1H) 8.35 (s, 1H). m/z 331.2 (M+H)+.

Workup

  1. additionpoured into ice
  2. filtrationthe product filtered off as a tan solid

Sources & evidence

ORD record
ord-7aec319bb503428fb91877d8b4966ead
Source dataset
uspto-grants-2011_09
Patent number
US08026234B2

Reaction notes

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