methyl (R)-7-amino-2,3,3a,4-tetrahydro-1H-benzo[b]pyrrolo[1,2-d][1,4]oxazine-6-carboxylate → Methyl (S)-7-amino-2,3,3a,4-tetrahydro-1H-benzo[b]pyrrolo[1,2-d][1,4]oxazine-6-carboxylate

HRID 715950Notes

Reaction equation

HRID 715950 reaction equation
[NH2:1][C:2]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:6]2[O:7][CH2:8][C@H:9]3[CH2:13][CH2:12][CH2:11][N:10]3[C:5]2=[CH:4][CH:3]=1.NC1C(C(OC)=O)=C(OC[C@@H]2CCCN2)C(Br)=CC=1>>[NH2:1][C:2]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:6]2[O:7][CH2:8][C@@H:9]3[CH2:13][CH2:12][CH2:11][N:10]3[C:5]2=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 86712109methyl (R)-7-amino-2,3,3a,4-tetrahydro-1H-benzo[b]pyrrolo[1,2-d][1,4]oxazine-6-carboxylateHCID 86712113methyl 6-amino-3-bromo-2-((S)-1-pyrrolidin-2-ylmethoxy)benzoate2×

Product 1

HCID 86712112Methyl (S)-7-amino-2,3,3a,4-tetrahydro-1H-benzo[b]pyrrolo[1,2-d][1,4]oxazine-6-carboxylate

Procedure

Prepared by proceeding in a similar manner to Intermediate 6, starting from methyl 6-amino-3-bromo-2-((S)-1-pyrrolidin-2-ylmethoxy)benzoate (Intermediate 14).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-de4fb148b73a4262a98cb60fbfc66ea7
Source dataset
uspto-grants-2015_11
Patent number
US09187494B2

Reaction notes

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