1,1-dimethylethyl 10-bromo-2-methyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine-7-carboxylate → HCID 59150520, compound

HRID 1668587Notes

Reaction equation

HRID 1668587 reaction equation
[Br:1][C:2]1[C:12]2[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]2[N:20]=[C:21]([CH3:23])[O:22][C:3]=12>C(Cl)Cl>[Br:1][C:2]1[C:12]2[CH2:11][CH2:10][NH:9][CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]2[N:20]=[C:21]([CH3:23])[O:22][C:3]=12

Participants

3

Reactant 1

HCID 591504831,1-dimethylethyl 10-bromo-2-methyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine-7-carboxylate

Product 1

HCID 59150520HCID 59150520, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of 1,1-dimethylethyl 10-bromo-2-methyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine-7-carboxylate (71 mg) in DCM (2.1 ml) TFA (0.9 ml) was added dropwise. After 30 min. the mixture was diluted with DCM and washed with 5% K2CO3. The organic phase was dried (Na2SO4) and concentrated to afford the title compound (52 mg).

Workup

  1. washwashed with 5% K2CO3
  2. dry with materialThe organic phase was dried (Na2SO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-e5cb115952d54dee87f8de6278c8ea9d
Source dataset
uspto-grants-2011_08
Patent number
US07989444B2

Reaction notes

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