(5)-(3-Fluoro-4-methoxyphenyl)(1-methyl-1H-pyrazol-4-yl)methanamine → 5-Fluoro-N-((S)-(3-fluoro-4-methoxyphenyl)(1-methyl-1H-pyrazol-4-yl)methyl)-2-((R)-tetrahydrofuran-3-ylamino)quinazoline-7-carboxamide

HRID 715076Notes

Reaction equation

HRID 715076 reaction equation
ClC1C=CC([C@@H](C2C=CN(C)N=2)N)=CC=1F.[F:17][C:18]1[CH:19]=[C:20]([C@@H:26]([C:28]2[CH:29]=[N:30][N:31]([CH3:33])[CH:32]=2)[NH2:27])[CH:21]=[CH:22][C:23]=1[O:24][CH3:25].[F:34][C:35]1[CH:44]=[C:43]([C:45](O)=[O:46])[CH:42]=[C:41]2[C:36]=1[CH:37]=[N:38][C:39]([NH:48][C@@H:49]1[CH2:53][CH2:52][O:51][CH2:50]1)=[N:40]2>>[F:34][C:35]1[CH:44]=[C:43]([C:45]([NH:27][C@@H:26]([C:20]2[CH:21]=[CH:22][C:23]([O:24][CH3:25])=[C:18]([F:17])[CH:19]=2)[C:28]2[CH:29]=[N:30][N:31]([CH3:33])[CH:32]=2)=[O:46])[CH:42]=[C:41]2[C:36]=1[CH:37]=[N:38][C:39]([NH:48][C@@H:49]1[CH2:53][CH2:52][O:51][CH2:50]1)=[N:40]2

Participants

4

Reactant 3

HCID 71247008(5)-(3-Fluoro-4-methoxyphenyl)(1-methyl-1H-pyrazol-4-yl)methanamineHCID 71247330(S)-(4-chloro-3-fluorophenyl)(1-methyl-1H-pyrazol-3-yl)methanamineHCID 71247489(R)-5-fluoro-2-(tetrahydrofuran-3-ylamino)quinazoline-7-carboxylic acid

Product 1

HCID 712477905-Fluoro-N-((S)-(3-fluoro-4-methoxyphenyl)(1-methyl-1H-pyrazol-4-yl)methyl)-2-((R)-tetrahydrofuran-3-ylamino)quinazoline-7-carboxamide

Procedure

5-Fluoro-N-((S)-(3-fluoro-4-methoxyphenyl)(1-methyl-1H-pyrazol-4-yl)methyl)-2-((R)-tetrahydrofuran-3-ylamino)quinazoline-7-carboxamide (I-61) was prepared analogously except 32b was replaced with 40f and 84b was replaced with 87d.

Sources & evidence

ORD record
ord-760713a97bda464fa963f0d67049c2eb
Source dataset
uspto-grants-2015_11
Patent number
US09187462B2

Reaction notes

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