Triethylamine → HCID 20810242, compound

HRID 895113Notes

Reaction equation

HRID 895113 reaction equation
[CH3:1][C@@H:2]1[C:7](=[O:8])[NH:6][C:5]2[CH:9]=[C:10]([CH2:13][NH:14][CH2:15][CH2:16][CH2:17][C:18]([F:21])([F:20])[F:19])[CH:11]=[CH:12][C:4]=2[O:3]1.[C:22](OC(OC(OC(C)(C)C)=O)=O)(C)([CH3:24])[CH3:23].C(N(CC)CC)C>ClCCl>[CH3:1][C@@H:2]1[O:3][C:4]2[CH:12]=[C:11]3[C:10](=[CH:9][C:5]=2[NH:6][C:7]1=[O:8])[C@H:13]([NH:14][CH2:15][CH2:16][CH2:17][C:18]([F:19])([F:21])[F:20])[CH2:24][CH2:22][CH2:23]3

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 90495Di-tert-butyl dicarbonateHCID 20810222HCID 20810222, compound

Product 1

HCID 20810242HCID 20810242, compoundYield 105.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

608 mg (2.014 mmol) of (2R)-methyl-3-oxo-6-(4,4,4-trifluorobutylamino-methyl)-3,4-dihydro-2H-1,4-benzoxazine is stirred with 439.9 mg (2.014 mmol) of di-tert-butyldicarbonate and 303 mg (2.995 mmol) of triethylamine in 15 ml of dichloromethane for four hours at room temperature. The batch is spun in until a dry state is reached, and the residue is put on a column on silica gel (mobile solvent: ethyl acetate/hexane). 727.6 mg (99%) of the desired compound is isolated.

Sources & evidence

ORD record
ord-c42aa1949a4849c49a607467c123deee
Source dataset
uspto-grants-2005_07
Patent number
US06914059B2

Reaction notes

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