Cyclopropanemethanamine → (S)-1-(1-methyl-1H-pyrazol-5-yl)-3-(4-(4-(3-methylmorpholino)-7-(pyrimidin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea

HRID 1697942Notes

Reaction equation

HRID 1697942 reaction equation
[CH3:1][C@@H:2]1[N:7]([C:8]2[C:9]3[CH2:24][CH2:23][N:22]([C:25]4[N:30]=[CH:29][CH:28]=[CH:27][N:26]=4)[CH2:21][C:10]=3[N:11]=[C:12]([C:14]3[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=3)[N:13]=2)[CH2:6][CH2:5][O:4][CH2:3]1.[O:31]1CCN(C2C3CNC(C4N=CC=CN=4)CC=3N=C(C3C=CC(N)=CC=3)N=2)C[CH2:32]1.[NH2:60][C:61]1[N:65]([CH3:66])[N:64]=[CH:63][CH:62]=1.C1(CN)CC1>>[CH3:66][N:65]1[C:61]([NH:60][C:32]([NH:18][C:17]2[CH:19]=[CH:20][C:14]([C:12]3[N:13]=[C:8]([N:7]4[CH2:6][CH2:5][O:4][CH2:3][C@@H:2]4[CH3:1])[C:9]4[CH2:24][CH2:23][N:22]([C:25]5[N:26]=[CH:27][CH:28]=[CH:29][N:30]=5)[CH2:21][C:10]=4[N:11]=3)=[CH:15][CH:16]=2)=[O:31])=[CH:62][CH:63]=[N:64]1

Participants

5

Reactant 4

HCID 75646CyclopropanemethanamineHCID 1369272-Methyl-2H-pyrazol-3-ylamineHCID 67176513(S)-4-(4-(3-methylmorpholino)-7-(pyrimidin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)anilineHCID 671772234-(4-Morpholino-7-(pyrimidin-2-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)aniline

Product 1

HCID 44815762(S)-1-(1-methyl-1H-pyrazol-5-yl)-3-(4-(4-(3-methylmorpholino)-7-(pyrimidin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea

Procedure

The title compound was prepared by the general procedure of Example 30 substituting (S)-4-(4-(3-methylmorpholino)-7-(pyrimidin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)aniline (ld) for 4-(4-morpholino-7-(pyrimidin-2-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)aniline and 5-amino-1-methyl-1H-pyrazole for cyclopropylmethylamine. LC-MS: m/z=+527 (M+H)+.

Sources & evidence

ORD record
ord-d7f90d50831c4063a078694cb79ae5b7
Source dataset
uspto-grants-2012_04
Patent number
US08163763B2

Reaction notes

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