Methyl 2-((((9h-fluoren-9-yl)methoxy)carbonyl)amino)-4-bromothiophene-3-carboxylate → Methyl 2-amino-4-bromothiophene-3-carboxylate

Methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-bromothiophene-3-carboxylate (1 g) was stirred in DCM/morpholine (12 mL, 1:1) at rt until all the ester was consumed. The crude mixture was concentrated under reduced pressure. The residue was dissolved in ethyl ether. The white solid was removed. The mother liquid was concentrated under reduced pressure and a 1:1 mixture of ethyl ether/pentane (20 mL) was added. An additional white solid was removed. The organic layer was concentrated under reduced pressure and the crude mixture was placed under high vacumn to remove the excess of morpholine. The crude amine was taken directly to the next reaction step without further purification. Method[1], MS(ESI) 235.9 [M+H], Retention time=1.919 min.

1. customwas consumed
2. concentrationThe crude mixture was concentrated under reduced pressure
3. dissolutionThe residue was dissolved in ethyl ether
4. customThe white solid was removed
5. concentrationThe mother liquid was concentrated under reduced pressure
6. additiona 1:1 mixture of ethyl ether/pentane (20 mL)
7. additionwas added
8. customAn additional white solid was removed
9. concentrationThe organic layer was concentrated under reduced pressure
10. customto remove the excess of morpholine
11. customThe crude amine was taken directly to the next reaction step without further purification

ORD 기록

ord-f55ac2d5a5fa4c6485b5f89d2cf7bd6d

출처 데이터셋

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09073891B2