1H-Indazol-6-amine → HCID 11626161, compound

HRID 2263523Notes

Reaction equation

HRID 2263523 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:10]=[CH:11][C:12]3[O:17][CH:16]([CH:18]4[CH2:20][CH2:19]4)[C:15](=[O:21])[NH:14][C:13]=3[CH:22]=2)[C:5]([F:23])=[CH:4][N:3]=1.[NH2:24][C:25]1[CH:33]=[C:32]2[C:28]([CH:29]=[N:30][NH:31]2)=[CH:27][CH:26]=1>>[CH2:19]1[CH2:20][CH:18]1[CH:16]1[C:15](=[O:21])[NH:14][C:13]2[CH:22]=[C:9]([NH:8][C:6]3[C:5]([F:23])=[CH:4][N:3]=[C:2]([NH:24][C:25]4[CH:33]=[C:32]5[C:28]([CH:29]=[N:30][NH:31]5)=[CH:27][CH:26]=4)[N:7]=3)[CH:10]=[CH:11][C:12]=2[O:17]1

Participants

3

Reactant 2

HCID 814231H-Indazol-6-amineHCID 86628378HCID 86628378, compound

Product 1

HCID 11626161HCID 11626161, compound

Procedure

In like manner to the preparation of N4-[2-(2-cyclopropyl)-3-oxo-4H-benz[1,4]oxazin-6-yl]-5-fluoro-N2-[3-(N-methylamino)carbonylmethyleneoxyphenyl]-2,4-pyrimidinediamine, 2-chloro-N4-[2-(2-cyclopropyl)-3-oxo-4H-benz[1,4]oxazin-6-yl]-5-fluoro-4-pyrimidineamine and 6-aminoindazole were reacted to yield the desired product N4-[2-(2-cyclopropyl)-3-oxo-4H-benz[1,4]oxazin-6-yl]-5-fluoro-N2-(indazol-6-yl)-2,4-pyrimidinediamine. 1H NMR (DMSO-d6): δ 8.06 (m, 2H), 7.82 (s, 1H), 7.53 (d, 4H), 7.39 (dd, 1H), 7.22 (m, 2H), 6.83 (d, 1H), 1.19 (m, 4H); LCMS: retention time 9.29 min; purity 90%; MS (m/e): 418 (MH+).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-c3a89d2c9ae0450e931ec3f34c8a7dfa
Source dataset
uspto-grants-2010_12
Patent number
US07851480B2

Reaction notes

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