Ammonia → HCID 178424386, compound

HRID 1710372Notes

Reaction equation

HRID 1710372 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.S=C1NC(CCC2NC3=NC=C(C4C=CC([S:50]([NH:53][C:54]5[CH:59]=[CH:58][CH:57]=[CH:56][C:55]=5[CH3:60])(=[O:52])=[O:51])=CC=4)C=C3N=2)CCCC1.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:50]([NH:53][C:54]5[CH:59]=[CH:58][CH:57]=[CH:56][C:55]=5[CH3:60])(=[O:51])=[O:52])=[CH:5][CH:6]=4)[CH:8]=[C:9]3[N:15]=2)[N:24]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 178424388HCID 178424388, compound2×HCID 178508386HCID 178508386, compound2×

Product 1

HCID 178424386HCID 178424386, 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 71 mg of 4-{2-[2-(7-thioxo-azepan-2-yl)-ethyl]-3H-imidazo[4,5-b]pyridin-6-yl}-N-o-tolyl-benzenesulfonamide (compound A9) and 3.2 ml of methanol containing ammonia (strength: 7.0 M) at 50° C. for 66 hours. Subsequently, the solution is concentrated in vacuo to yield 60 mg of the pure title compound as an amorphous, colorless solid of m.p. 215° C. ESI-MS: 503.4 (MH+), TLC: Rf=0.25 (HPTLC RP-C18; acetonitrile/water 2:1 parts by volume).

Workup

  1. customThe title compound is synthesized
  2. concentrationSubsequently, the solution is concentrated in vacuo

Sources & evidence

ORD record
ord-543b972b5c084da9a1da10ae7d7ec664
Source dataset
uspto-grants-2010_09
Patent number
US07790710B2

Reaction notes

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