1,2-Dichloroethane → Ethyl 6-[5-methyl-2-oxo-3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-ylmethylamino)pyrrolidin-1-yl]-3-(2-methylpyrimidin-5-yl)hexanoate

HRID 286788Notes

Reaction equation

HRID 286788 reaction equation
[C:47]([O:48][BH-:49]([O:50][C:51](=[O:52])[CH3:53])[O:54][C:55](=[O:56])[CH3:57])(=[O:58])[CH3:59].[C:61](=[O:62])([O-:63])[OH:64].[CH2:3]([CH3:4])[O:5][C:6]([CH2:7][CH:8]([CH2:9][CH2:10][CH2:11][N:12]1[C:13](=[O:19])[CH:14]([NH2:18])[CH2:15][CH:16]1[CH3:17])[c:20]1[cH:21][n:22][c:23]([CH3:26])[n:24][cH:25]1)=[O:27].[CH3:28][CH2:29][N:30]([CH2:31][CH3:32])[CH2:33][CH3:34].[Cl:66][CH2:67][CH2:68][Cl:69].[ClH:1].[ClH:2].[Na+:60].[Na+:65].[n:35]1[c:36]([CH:45]=[O:46])[cH:37][cH:38][c:39]2[c:44]1[NH:43][CH2:42][CH2:41][CH2:40]2>>[CH2:3]([CH3:4])[O:5][C:6]([CH2:7][CH:8]([CH2:9][CH2:10][CH2:11][N:12]1[C:13](=[O:19])[CH:14]([NH:18][CH2:45][c:36]2[n:35][c:44]3[c:39]([cH:38][cH:37]2)[CH2:40][CH2:41][CH2:42][NH:43]3)[CH2:15][CH:16]1[CH3:17])[c:20]1[cH:21][n:22][c:23]([CH3:26])[n:24][cH:25]1)=[O:27]

Participants

9

Reactant 8

HCID 111,2-DichloroethaneHCID 313Hydrochloric Acid2×HCID 769Bicarbonate IonHCID 923Sodium ion2×HCID 8471TriethylamineHCID 2724942TriacetoxyborohydrideHCID 218737255,6,7,8-Tetrahydro-1,8-naphthyridine-2-carbaldehydeHCID 22086427Ethyl 6-(3-amino-5-methyl-2-oxopyrrolidin-1-yl)-3-(2-methylpyrimidin-5-yl)hexanoate

Product 1

HCID 22086429Ethyl 6-[5-methyl-2-oxo-3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-ylmethylamino)pyrrolidin-1-yl]-3-(2-methylpyrimidin-5-yl)hexanoate

Sources & evidence

ORD record
ord-311c11b6f1cd447db039cd72c0bde13f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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