Ethanolamine → HCID 66679185, compound

HRID 1626615Notes

Reaction equation

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

Participants

Reactant 2

HCID 700Ethanolamine

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 66679185HCID 66679185, compoundYield 36%

Procedure

Method as described for example 51, using 2-aminoethanol 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 (10 mg, 0.020 mmol, 36%).

Workup

custompurified by flash SCX2 chromatography

Sources & evidence

ORD record: ord-98048068fd2d4489b6a0b99382efea30
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08785457B2

Reaction notes

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