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レコード

ord-50e95cdd3ecb42bea61b8f88f3186eba

出典データセット

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08450363B2