Cyclopropylamine → HCID 66678951, compound

HRID 1626616Notes

Reaction equation

[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[F:5][C:6]1[CH:7]=[C:8]([C:22]2[N:23]=[C:24]([N:36]3[CH2:41][CH2:40][O:39][CH2:38][C@@H:37]3[CH3:42])[C:25]3[CH2:30][N:29]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:28][C:26]=3[N:27]=2)[CH:9]=[CH:10][C:11]=1[NH:12][C:13](OC1C=CC=CC=1)=[O:14]>>[CH:1]1([NH:4][C:13](=[O:14])[NH:12][C:11]2[CH:10]=[CH:9][C:8]([C:22]3[N:23]=[C:24]([N:36]4[CH2:41][CH2:40][O:39][CH2:38][C@@H:37]4[CH3:42])[C:25]4[CH2:30][N:29]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:28][C:26]=4[N:27]=3)=[CH:7][C:6]=2[F:5])[CH2:3][CH2:2]1

Participants

Reactant 2

HCID 69828Cyclopropylamine

HCID 86663159(S)-ethyl 2-(3-fluoro-4-((phenoxycarbonyl)amino)phenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate

Product 1

HCID 66678951HCID 66678951, compoundYield 40%

Procedure

Method as described for example 51, using cyclopropylamine and (S)-ethyl 2-(3-fluoro-4-((phenoxycarbonyl)amino)phenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate as starting materials. The mixture was reduced in vacuo and purified by flash SCX2 chromatography affording the title compound (11 mg, 0.023 mmol, 40%).

Workup

custompurified by flash SCX2 chromatography

Sources & evidence

ORD record: ord-5274c3d37ece4a75b252558ed903be84
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08785457B2

Reaction notes

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