5-Bromo-2-chlorobenzoic acid → HCID 79795128, compound

HRID 589806Notes

Reaction equation

HRID 589806 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([NH2:9])[C:5]([NH2:8])=[N:6][CH:7]=1.[Br:10][C:11]1[CH:12]=[CH:13][C:14]([Cl:20])=[C:15]([CH:19]=1)[C:16](O)=O>>[Br:10][C:11]1[CH:12]=[CH:13][C:14]([Cl:20])=[C:15]([C:16]2[NH:9][C:4]3[C:5]([N:8]=2)=[N:6][CH:7]=[C:2]([CH3:1])[CH:3]=3)[CH:19]=1

Participants

3

Reactant 2

HCID 331275-Bromo-2-chlorobenzoic acidHCID 107018255-Methylpyridine-2,3-diamine

Product 1

HCID 79795128HCID 79795128, compound

Procedure

Intermediate I-4 was synthesized in a similar fashion as described in the synthesis of I-2a using 5-methylpyridine-2,3-diamine and 5-bromo-2-chlorobenzoic acid. 1H NMR (400 MHz, DMSO) δ 8.18 (d, J=2.4 Hz, 1H), 8.07 (s, 1H), 7.68 (s, 1H), 7.60 (dd, J=2.2, 8.4 Hz, 1H), 7.51 (d, J=8.5 Hz, 1H), 2.39 (s, 3H). MS M/Z=322/324 (M+1).

Workup

  1. customIntermediate I-4 was synthesized in a similar fashion

Sources & evidence

ORD record
ord-4e169ac0bb41456c8376460194d1f500
Source dataset
uspto-grants-2016_01
Patent number
US09233961B2

Reaction notes

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