ethyl 2-(6-amino-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate → Ethyl 2-(6-(4-(cyclobutyamino)-7H-pyrrolo[2,3-d]pyrimidine-2-ylamino)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate

HRID 2381684Notes

Reaction equation

HRID 2381684 reaction equation
[CH:1]1([NH:5][C:6]2[C:7]3[CH:31]=[CH:30][NH:29][C:8]=3[N:9]=[C:10]([NH:12][C:13]3[CH:18]=[CH:17][C:16](S(N4CCC(O)CC4)(=O)=O)=[CH:15][CH:14]=3)[N:11]=2)[CH2:4][CH2:3][CH2:2]1.NC1C=C2C(=CC=1)[N:39]([CH2:43][C:44]([O:46][CH2:47][CH3:48])=[O:45])[C:38](=[O:49])[CH2:37][CH2:36]2>>[CH:1]1([NH:5][C:6]2[C:7]3[CH:31]=[CH:30][NH:29][C:8]=3[N:9]=[C:10]([NH:12][C:13]3[CH:18]=[C:17]4[C:16](=[CH:15][CH:14]=3)[N:39]([CH2:43][C:44]([O:46][CH2:47][CH3:48])=[O:45])[C:38](=[O:49])[CH2:37][CH2:36]4)[N:11]=2)[CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 43382557ethyl 2-(6-amino-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetateHCID 444677461-(4-(4-(cyclobutylamino)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenylsulfonyl)piperidin-4-ol

Product 1

HCID 57990398Ethyl 2-(6-(4-(cyclobutyamino)-7H-pyrrolo[2,3-d]pyrimidine-2-ylamino)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate

Procedure

According to the general procedure for synthesis of 1-(4-(4-(cyclobutylamino)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenylsulfonyl)piperidin-4-ol, ethyl 2-(6-amino-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate and 2-chloro-N-cylclobutyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine gave Ethyl 2-(6-(4-(cyclobutyamino)-7H-pyrrolo[2,3-d]pyrimidine-2-ylamino)-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate (MS calcd for C23H26N6O3 434.2, found [MH] 435.2; UV 209.8, 304.5 nm).

Sources & evidence

ORD record
ord-329ce4e1265a437792a0c66bf167c4da
Source dataset
uspto-grants-2012_09
Patent number
US08258144B2

Reaction notes

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