L-Prolinol → US10213427, Example 106

HRID 407094Notes

Reaction equation

[F:1][C:2]([F:35])([F:34])[CH2:3][NH:4][C:5]([NH:7][C:8]1[CH:9]=[C:10]([C:14]2[N:18]3[N:19]=[CH:20][C:21]([C:23]4[CH:28]=[CH:27][C:26]([CH:29]([CH3:33])[C:30](O)=[O:31])=[CH:25][CH:24]=4)=[CH:22][C:17]3=[N:16][CH:15]=2)[CH:11]=[CH:12][CH:13]=1)=[O:6].[NH:36]1[CH2:40][CH2:39][CH2:38][C@H:37]1[CH2:41][OH:42]>>[OH:42][CH2:41][C@@H:37]1[CH2:38][CH2:39][CH2:40][N:36]1[C:30](=[O:31])[CH:29]([C:26]1[CH:27]=[CH:28][C:23]([C:21]2[CH:20]=[N:19][N:18]3[C:14]([C:10]4[CH:9]=[C:8]([NH:7][C:5]([NH:4][CH2:3][C:2]([F:1])([F:34])[F:35])=[O:6])[CH:13]=[CH:12][CH:11]=4)=[CH:15][N:16]=[C:17]3[CH:22]=2)=[CH:24][CH:25]=1)[CH3:33]

Participants

Reactant 2

HCID 640091L-Prolinol

HCID 679801572-(4-{3-[3-({[(2,2,2-Trifluoroethyl)amino]carbonyl}amino)phenyl]imidazo[1,2-b]pyridazin-7-yl}phenyl)propanoic acid

Product 1

HCID 67980114US10213427, Example 106

Procedure

This compound was prepared by using procedure analogous to those described for the synthesis of Example 98, Step 9 starting from 2-(4-{3-[3-({[(2,2,2-trifluoro ethyl)amino]carbonyl}amino)phenyl]imidazo[1,2-b]pyridazin-7-yl}phenyl)propanoic acid and (2S)-pyrrolidin-2-ylmethanol. LCMS (M+H)+: m/z=567.3

Workup

customThis compound was prepared

Sources & evidence

ORD record: ord-8cab5244157d4cac909582de1eafd12c
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08754114B2

Reaction notes

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