(S)-Ethyl 2-(2-fluoro-4-(3-(2-hydroxyethyl)ureido)phenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate → 1-(3-fluoro-4-(6-isopropyl-4-morpholino-6,7-dihyro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)-3-(2-hydroxyethyl)urea

HRID 1626708Notes

Reaction equation

HRID 1626708 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]([NH:11][CH2:12][CH2:13][OH:14])=[O:10])[CH:5]=[CH:4][C:3]=1[C:15]1[N:16]=[C:17]([N:29]2[CH2:34][CH2:33][O:32][CH2:31][C@@H:30]2C)[C:18]2[CH2:23][N:22](C(OCC)=O)[CH2:21][C:19]=2[N:20]=1.ClC1N=[C:39](N2CCOCC2)[C:40]2CN(C(C)C)C[C:41]=2N=1>>[F:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]([NH:11][CH2:12][CH2:13][OH:14])=[O:10])[CH:5]=[CH:4][C:3]=1[C:15]1[N:16]=[C:17]([N:29]2[CH2:30][CH2:31][O:32][CH2:33][CH2:34]2)[C:18]2[CH2:23][N:22]([CH:40]([CH3:41])[CH3:39])[CH2:21][C:19]=2[N:20]=1

Participants

3

Reactant 2

HCID 66678982(S)-Ethyl 2-(2-fluoro-4-(3-(2-hydroxyethyl)ureido)phenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylateHCID 866631744-(2-chloro-6-isopropyl-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)morpholine2×

Product 1

HCID 666792121-(3-fluoro-4-(6-isopropyl-4-morpholino-6,7-dihyro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)-3-(2-hydroxyethyl)urea

Procedure

Method as (S)-Ethyl 2-(2-fluoro-4-(3-(2-hydroxyethyl)ureido)phenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate (example 167) using 4-(2-chloro-6-isopropyl-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)morpholine (intermediate 34)

Sources & evidence

ORD record
ord-8a3f99dc1c5946ada8763d2506691a0d
Source dataset
uspto-grants-2014_07
Patent number
US08785457B2

Reaction notes

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