(S)-tert-butyl 2-(4-(3-ethylureido)-2-fluorophenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6-(7H)-carboxylate → (S)-1-ethyl-3-(3-fluoro-4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea hydrochloride

HRID 1626686Notes

Reaction equation

HRID 1626686 reaction equation
[ClH:1].[CH:2]1([NH:5][C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[N:16]=[C:17]([N:24]4[CH2:29][CH2:28][O:27][CH2:26][C@H:25]4[CH3:30])[C:18]4[CH2:23][NH:22][CH2:21][C:19]=4[N:20]=3)=[C:11]([F:31])[CH:10]=2)=[O:7])C[CH2:3]1.C(NC(=O)NC1C=CC(C2N=C(N3CCOC[C@@H]3C)C3CN(C(OC(C)(C)C)=O)CC=3N=2)=C(F)C=1)C>>[ClH:1].[CH2:2]([NH:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:16]=[C:17]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][C@@H:25]3[CH3:30])[C:18]3[CH2:23][NH:22][CH2:21][C:19]=3[N:20]=2)=[C:11]([F:31])[CH:10]=1)=[O:7])[CH3:3]

Participants

3

Reactant 2

HCID 66678969(S)-tert-butyl 2-(4-(3-ethylureido)-2-fluorophenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6-(7H)-carboxylateHCID 66687170(R)-1-cyclopropyl-3-(3-fluoro-4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea hydrochloride2×

Product 1

HCID 66687861(S)-1-ethyl-3-(3-fluoro-4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea hydrochloride

Procedure

Method as described for (R)-1-cyclopropyl-3-(3-fluoro-4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea hydrochloride (intermediate 33) step 3 using (S)-tert-butyl 2-(4-(3-ethylureido)-2-fluorophenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6-(7H)-carboxylate (example 153)

Sources & evidence

ORD record
ord-216b3d3bbf3943769b0a0edab039a841
Source dataset
uspto-grants-2014_07
Patent number
US08785457B2

Reaction notes

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