Tetrahydrofuran → (2-Boc-amino-pyridin-4-yl)-acetic acid ethyl ester

HRID 163521Notes

Reaction equation

HRID 163521 reaction equation
[C:14]([NH2:15])([O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:21].[C:64](=[O:65])([O-:66])[O-:67].[CH2:126]1[O:127][CH2:128][CH2:129][CH2:130]1.[CH3:22][C:23]1([CH3:24])[c:25]2[cH:26][cH:27][cH:28][c:29]([P:30]([c:31]3[cH:32][cH:33][cH:34][cH:35][cH:36]3)[c:37]3[cH:38][cH:39][cH:40][cH:41][cH:42]3)[c:43]2[O:44][c:45]2[c:46]1[cH:47][cH:48][cH:49][c:50]2[P:51]([c:52]1[cH:53][cH:54][cH:55][cH:56][cH:57]1)[c:58]1[cH:59][cH:60][cH:61][cH:62][cH:63]1.[Cl:1][c:2]1[n:3][cH:4][cH:5][c:6]([CH2:8][C:9](=[O:10])[O:11][CH2:12][CH3:13])[cH:7]1.[Cs+:68].[Cs+:69].[O:108]=[C:109]([CH:110]=[CH:111][c:112]1[cH:113][cH:114][cH:115][cH:116][cH:117]1)[CH:118]=[CH:119][c:120]1[cH:121][cH:122][cH:123][cH:124][cH:125]1.[O:72]=[C:73]([CH:74]=[CH:75][c:76]1[cH:77][cH:78][cH:79][cH:80][cH:81]1)[CH:82]=[CH:83][c:84]1[cH:85][cH:86][cH:87][cH:88][cH:89]1.[O:90]=[C:91]([CH:92]=[CH:93][c:94]1[cH:95][cH:96][cH:97][cH:98][cH:99]1)[CH:100]=[CH:101][c:102]1[cH:103][cH:104][cH:105][cH:106][cH:107]1.[Pd:70].[Pd:71]>>[c:2]1([NH:15][C:14]([O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:21])[n:3][cH:4][cH:5][c:6]([CH2:8][C:9](=[O:10])[O:11][CH2:12][CH3:13])[cH:7]1

Participants

9

Reactant 8

HCID 8028TetrahydrofuranHCID 19660Carbonate IonHCID 23938Palladium2×HCID 77922tert-Butyl carbamateHCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 57709236Ethyl 2-(2-chloropyridin-4-yl)acetate

Product 1

HCID 53419364(2-Boc-amino-pyridin-4-yl)-acetic acid ethyl ester

Sources & evidence

ORD record
ord-4cc275955f7649d6a3ff24a05fb41729
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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