(3S)-3-Pyrrolidinemethanol → HCID 58168199, compound

HRID 1029253Notes

Reaction equation

HRID 1029253 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:32])[C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]3[CH:26]=[CH:25][N:24]=[C:23]4[C:18]=3[C:19]3[CH:31]=[CH:30][CH:29]=[CH:28][C:20]=3[C:21](=[O:27])[NH:22]4)=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[NH:33]1[CH2:37][CH2:36][C@H:35]([CH2:38][OH:39])[CH2:34]1>>[OH:39][CH2:38][C@H:35]1[CH2:36][CH2:37][N:33]([C:9]([C:10]2[CH:11]=[CH:12][C:13]([NH:16][C:17]3[CH:26]=[CH:25][N:24]=[C:23]4[C:18]=3[C:19]3[CH:31]=[CH:30][CH:29]=[CH:28][C:20]=3[C:21](=[O:27])[NH:22]4)=[CH:14][CH:15]=2)=[O:32])[CH2:34]1.[O:27]=[C:21]1[C:20]2[CH:28]=[CH:29][CH:30]=[CH:31][C:19]=2[C:18]2[C:23](=[N:24][CH:25]=[CH:26][C:17]=2[NH:16][C:13]2[CH:14]=[CH:15][C:10]([C:9]([NH:8][C:5]3[CH:4]=[CH:3][CH:2]=[CH:7][CH:6]=3)=[O:32])=[CH:11][CH:12]=2)[NH:22]1

Participants

4

Reactant 2

HCID 7446911(3S)-3-PyrrolidinemethanolHCID 58168140N-(4-Fluorophenyl)-4-(6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)benzamide

Product 2

HCID 58168199HCID 58168199, compoundHCID 58168267HCID 58168267, compound

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 300 using the carboxylic acid intermediate from example 316 and (S)-1-pyrrolidin-3-yl-methanol to provide 317. LC-MS (M+H=407, obsd.=407).

Sources & evidence

ORD record
ord-d7ae55025a964c80b681193e4d03f61c
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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