(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 715082Notes

Reaction equation

HRID 715082 reaction equation
[CH:1]1([CH2:4][NH:5][C:6]2[N:15]=[CH:14][C:13]3[C:8](=[CH:9][C:10]([C:17]([OH:19])=O)=[CH:11][C:12]=3[F:16])[N:7]=2)[CH2:3][CH2:2]1.[F:20][C:21]1[CH:22]=[C:23]([C@@H:29]([C:31]2[CH:32]=[N:33][N:34]([CH3:36])[CH:35]=2)[NH2:30])[CH:24]=[CH:25][C:26]=1[O:27][CH3:28]>>[F:20][C:21]1[CH:22]=[C:23]([C@H:29]([NH:30][C:17]([C:10]2[CH:9]=[C:8]3[C:13]([CH:14]=[N:15][C:6]([NH:5][CH2:4][CH:1]4[CH2:2][CH2:3]4)=[N:7]3)=[C:12]([F:16])[CH:11]=2)=[O:19])[C:31]2[CH:32]=[N:33][N:34]([CH3:36])[CH:35]=2)[CH:24]=[CH:25][C:26]=1[O:27][CH3:28]

Participants

3

Reactant 2

HCID 71247008(5)-(3-Fluoro-4-methoxyphenyl)(1-methyl-1H-pyrazol-4-yl)methanamineHCID 712470272-(Cyclopropylmethylamino)-5-fluoroquinazoline-7-carboxylic acid

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

The condensation of 2-(cyclopropylmethylamino)-5-fluoroquinazoline-7-carboxylic acid and (S)-(3-fluoro-4-methoxyphenyl)(1-methyl-1H-pyrazol-4-yl)methanamine (401) to afford I-60 was carried out in accord with the procedure in Example 5.

Workup

  1. customto afford

Sources & evidence

ORD record
ord-7cb77bf0fa9b44028f8166830cebaf55
Source dataset
uspto-grants-2015_11
Patent number
US09187462B2

Reaction notes

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