Hydrochloric Acid → HCID 57955517, compound

HRID 1880907Notes

Reaction equation

HRID 1880907 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, 10 H) 3.34 (s, 3 H) 4.04-4.35 (m, 2 H) 4.72-5.04 (m, 1 H) 8.35 (s, 1 H). 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-ab56349feecb4efca80986125ffdfb4b
Source dataset
uspto-grants-2012_11
Patent number
US08318727B2

Reaction notes

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