Acetate → 4-[2-(5-Chloro-2-fluorophenyl)-6,7-dihydrofuro[3,2-d]pyrimidin-4-ylamino]-nicotinic acid ethyl ester

HRID 702228Notes

Reaction equation

HRID 702228 reaction equation
[C:77](=[O:78])([O-:79])[O-:80].[CH2:65]([CH3:66])[O:67][C:68]([c:69]1[cH:70][n:71][cH:72][cH:73][c:74]1[NH2:75])=[O:76].[Cl:1][c:2]1[c:3]2[c:4]([n:5][c:6](-[c:8]3[c:9]([F:15])[cH:10][cH:11][c:12]([Cl:14])[cH:13]3)[n:7]1)[CH2:16][CH2:17][O:18]2.[Cs+:81].[Cs+:82].[O-:90][C:91]([CH3:92])=[O:93].[O-:94][C:95]([CH3:96])=[O:97].[O:83]1[CH2:84][CH2:85][O:86][CH2:87][CH2:88]1.[Pd+2:89].[cH:19]1[cH:20][cH:21][c:22]([P:23]([c:24]2[cH:25][cH:26][c:27]3[c:28]([cH:29][cH:30][cH:31][cH:32]3)[c:33]2-[c:34]2[c:35]3[c:36]([cH:37][cH:38][cH:39][cH:40]3)[cH:41][cH:42][c:43]2[P:44]([c:45]2[cH:46][cH:47][cH:48][cH:49][cH:50]2)[c:51]2[cH:52][cH:53][cH:54][cH:55][cH:56]2)[c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[cH:63][cH:64]1>>[c:2]1([NH:75][c:74]2[c:69]([C:68]([O:67][CH2:65][CH3:66])=[O:76])[cH:70][n:71][cH:72][cH:73]2)[c:3]2[c:4]([n:5][c:6](-[c:8]3[c:9]([F:15])[cH:10][cH:11][c:12]([Cl:14])[cH:13]3)[n:7]1)[CH2:16][CH2:17][O:18]2

Participants

9

Reactant 8

HCID 175Acetate2×HCID 19660Carbonate IonHCID 312751,4-DioxaneHCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 634876Binap, (A+-)-HCID 15656133Ethyl 4-aminopyridine-3-carboxylateHCID 211043394-Chloro-2-(5-chloro-2-fluorophenyl)-6,7-dihydrofuro[3,2-d]pyrimidine

Product 1

HCID 588660344-[2-(5-Chloro-2-fluorophenyl)-6,7-dihydrofuro[3,2-d]pyrimidin-4-ylamino]-nicotinic acid ethyl ester

Sources & evidence

ORD record
ord-8cb4b75a3370412686dff60596c030eb
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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