HCID 67701573, compound → HCID 69674857, compound

HRID 626672Notes

Reaction equation

HRID 626672 reaction equation
ClC1C=CC=C(Cl)C=1N1C=C2C(NC3C=C(C)N=C(N)N=3)=NC=CC2=N1.C(OC(=O)[NH:33][C:34]1[CH:39]=[C:38]([NH:40][C:41]2[C:46]3=[CH:47][N:48]([C:50]4[C:55]([Cl:56])=[CH:54][CH:53]=[CH:52][C:51]=4[Cl:57])[N:49]=[C:45]3[CH:44]=[CH:43][N:42]=2)[N:37]=[CH:36][N:35]=1)(C)(C)C>>[Cl:56][C:55]1[CH:54]=[CH:53][CH:52]=[C:51]([Cl:57])[C:50]=1[N:48]1[CH:47]=[C:46]2[C:41]([NH:40][C:38]3[CH:39]=[C:34]([NH2:33])[N:35]=[CH:36][N:37]=3)=[N:42][CH:43]=[CH:44][C:45]2=[N:49]1

Participants

3

Reactant 2

HCID 67701573HCID 67701573, compoundHCID 86697042HCID 86697042, compound

Product 1

HCID 69674857HCID 69674857, compoundYield 50%

Procedure

Following the procedure described for N4-[2-(2,6-dichloro-phenyl)-2H-pyrazolo[4,3-c]pyridin-4-yl]-6-methyl-pyrimidine-2,4-diamine, {6-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridin-4-ylamino]-pyrimidin-4-yl}-carbamic acid tert-butyl ester was reacted to afford the title compound as a white solid (148 mg, 50% yield). 1H NMR (400 MHz, DMSO-d6): δ 10.02 (br s, 1H), 9.15 (s, 1H), 8.14 (s, 1H), 7.92 (d, J=6.4 Hz, 1H), 7.84-7.79 (m, 2H), 7.72-7.71 (m, 2H), 7.15 (d, J=6.4 Hz, 1H), 6.71 (br s, 2H). LCMS (Method B): RT=2.85 min, m/z: 372 [M+H+].

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-2fa0933feac64d1ea28c7344f50bd35c
Source dataset
uspto-grants-2016_04
Patent number
US09309240B2

Reaction notes

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