(5)-(3-Fluoro-4-methoxyphenyl)(1-methyl-1H-pyrazol-4-yl)methanamine → 2-(Cyclopropylmethyl-amino)-5-fluoro-quinazoline-7-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide

HRID 715075Notes

Reaction equation

HRID 715075 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].[CH:34]1([CH2:37][NH:38][C:39]2[N:48]=[CH:47][C:46]3[C:41](=[CH:42][C:43]([C:50](O)=[O:51])=[CH:44][C:45]=3[F:49])[N:40]=2)[CH2:36][CH2:35]1>>[F:17][C:18]1[CH:19]=[C:20]([C@H:26]([NH:27][C:50]([C:43]2[CH:42]=[C:41]3[C:46]([CH:47]=[N:48][C:39]([NH:38][CH2:37][CH:34]4[CH2:35][CH2:36]4)=[N:40]3)=[C:45]([F:49])[CH:44]=2)=[O:51])[C:28]2[CH:29]=[N:30][N:31]([CH3:33])[CH:32]=2)[CH:21]=[CH:22][C:23]=1[O:24][CH3:25]

Participants

4

Reactant 3

HCID 71247008(5)-(3-Fluoro-4-methoxyphenyl)(1-methyl-1H-pyrazol-4-yl)methanamineHCID 712470272-(Cyclopropylmethylamino)-5-fluoroquinazoline-7-carboxylic acidHCID 71247330(S)-(4-chloro-3-fluorophenyl)(1-methyl-1H-pyrazol-3-yl)methanamine

Product 1

HCID 715292142-(Cyclopropylmethyl-amino)-5-fluoro-quinazoline-7-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide

Procedure

2-(Cyclopropylmethyl-amino)-5-fluoro-quinazoline-7-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide (I-60) was prepared analogously except 32b was replaced with 40f and 84b was replaced with 87c.

Sources & evidence

ORD record
ord-6b2d9d6aaa85419aacaaf67317b45ba6
Source dataset
uspto-grants-2015_11
Patent number
US09187462B2

Reaction notes

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