Hydrochloric Acid → (4S)-4-[2,4-Difluoro-5-(pyrimidin-5-yl)phenyl]-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine

HRID 1992297Notes

Reaction equation

HRID 1992297 reaction equation
C(OC(=O)[NH:7][C:8]1[S:9][CH2:10][CH2:11][C@:12]([C:15]2[CH:20]=[C:19]([C:21]3[CH:22]=[N:23][CH:24]=[N:25][CH:26]=3)[C:18]([F:27])=[CH:17][C:16]=2[F:28])([CH3:14])[N:13]=1)(C)(C)C.Cl>ClCCl>[F:28][C:16]1[CH:17]=[C:18]([F:27])[C:19]([C:21]2[CH:26]=[N:25][CH:24]=[N:23][CH:22]=2)=[CH:20][C:15]=1[C@:12]1([CH3:14])[CH2:11][CH2:10][S:9][C:8]([NH2:7])=[N:13]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57948966HCID 57948966, compound

Product 1

HCID 44251605(4S)-4-[2,4-Difluoro-5-(pyrimidin-5-yl)phenyl]-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amineYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Into a solution of (S)-[4-(2,4-difluoro-5-pyrimidin-5-yl-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]thiazin-2-yl]-carbamic acid tert-butyl ester (263 mg, 625 μmoles) in dichloromethane (15 mL) at ambient temperature is bubbled HCl gas for 1 minute. The reaction is sealed with a septum and stirred 18 h. The solvent is removed under reduced pressure to give the title compound (>95% Yield): MS (m/z): 321 (M+1).

Workup

  1. customThe reaction is sealed with a septum
  2. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-3c7c2d7b980a4821bb948bbe495054b7
Source dataset
uspto-grants-2010_01
Patent number
US07648983B2

Reaction notes

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