Ammonia → HCID 178426724, compound

HRID 1710371Notes

Reaction equation

HRID 1710371 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]3[N:15]=[C:14]([CH2:16][CH2:17][CH:18]4[N:24]=[C:23]([NH2:25])[CH2:22][CH2:21][CH2:20][CH2:19]4)[NH:13][C:10]3=[N:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:26][C:27]1[CH:32]=[C:31]([CH3:33])[CH:30]=[CH:29][C:28]=1[NH:34][S:35](C1C=CC(C2C=C3N=C(CCC4CCCCC(=S)N4)NC3=NC=2)=CC=1)(=[O:37])=[O:36].N>CO>[NH2:25][C:23]1[CH2:22][CH2:21][CH2:20][CH2:19][CH:18]([CH2:17][CH2:16][C:14]2[NH:13][C:10]3=[N:11][CH:12]=[C:7]([C:1]4[CH:2]=[CH:3][C:4]([S:35]([NH:34][C:28]5[CH:29]=[CH:30][C:31]([CH3:33])=[CH:32][C:27]=5[F:26])(=[O:36])=[O:37])=[CH:5][CH:6]=4)[CH:8]=[C:9]3[N:15]=2)[N:24]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 178426726N-(2-fluoro-4-methyl-phenyl)-4-{2-[2-(7-thioxo-azepan-2-yl)-ethyl]-3H-imidazo[4,5-b]pyridin-6-yl}-benzenesulfonamide2×HCID 178508386HCID 178508386, compound2×

Product 1

HCID 178426724HCID 178426724, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound is synthesized as described for 7-[2-(6-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)-ethyl]-4,5,6,7-tetrahydro-3H-azepin-2-ylamine (compound 1) from 100 mg of N-(2-fluoro-4-methyl-phenyl)-4-{2-[2-(7-thioxo-azepan-2-yl)-ethyl]-3H-imidazo[4,5-b]pyridin-6-yl}-benzenesulfonamide (compound A8) and 4.30 ml of methanol containing ammonia (strength: 7.0 M) at 50° C. for 90 hours. Subsequently, the mixture is filtered with suction. The residue is washed with 20 ml of methanol and dried under high vacuum to afford 61 mg of the pure title compound as an amorphous, colorless solid of m.p. 265° C. ESI-MS: 521.2 (MH+), TLC: Rf=0.28 (HPTLC RP-C18; acetonitrile/water 2:1 parts by volume).

Workup

  1. customThe title compound is synthesized
  2. filtrationSubsequently, the mixture is filtered with suction
  3. washThe residue is washed with 20 ml of methanol
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-280f094ba0444251b9ed0f86bfd5a7d4
Source dataset
uspto-grants-2010_09
Patent number
US07790710B2

Reaction notes

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