HCID 66820594, compound → HCID 59586293, compound

HRID 241150Notes

Reaction equation

HRID 241150 reaction equation
Cl.[CH:2]1([C:5]2[N:6](C(OC(C)CC)=O)[C:7]3[C:8]([N:24]=2)=[N:9][CH:10]=[C:11]([C:13]2[CH:14]=[CH:15][C:16]4[O:22][CH2:21][CH2:20][NH:19][CH2:18][C:17]=4[CH:23]=2)[CH:12]=3)[CH2:4][CH2:3]1.Cl[C:33]1[C:38]([CH2:39][CH:40]2[CH2:42][CH2:41]2)=[C:37]([CH3:43])[N:36]=[C:35]([CH3:44])[N:34]=1>>[CH:2]1([C:5]2[NH:6][C:7]3[C:8]([N:24]=2)=[N:9][CH:10]=[C:11]([C:13]2[CH:14]=[CH:15][C:16]4[O:22][CH2:21][CH2:20][N:19]([C:33]5[C:38]([CH2:39][CH:40]6[CH2:41][CH2:42]6)=[C:37]([CH3:43])[N:36]=[C:35]([CH3:44])[N:34]=5)[CH2:18][C:17]=4[CH:23]=2)[CH:12]=3)[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 66820594HCID 66820594, compoundHCID 86647842HCID 86647842, compound

Product 1

HCID 59586293HCID 59586293, compound

Procedure

Prepared according to the method of example 6 by using 1-methylpropyl 2-cyclopropyl-6-(2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-1H-imidazo[4,5-b]pyridine-1-carboxylate hydrochloride (reagent preparation 19) and 4-chloro-5-(cyclopropylmethyl)-2,6-dimethylpyrimidine (reagent preparation 8) in step 3. 1H NMR (400 MHz, methanol-d4) δ 8.71 (s, 1H), 8.25 (s, 1H), 7.78 (d, 1H), 7.58 (dd, 1H), 7.09 (d, 1H), 5.14 (s, 2H), 4.50 (m, 2H), 4.29 (m, 2H), 2.72 (d, 2H), 2.52 (s, 3H), 2.51 (s, 3H), 2.39 (m, 1H), 1.43 (m, 4H), 0.88 (m, 1H), 0.50 (m, 2H), 0.10 (m, 2H); MS (EI) for C28H30N6O: 467 (MH+).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-0b91f3713b61489980992503ce25e89b
Source dataset
uspto-grants-2014_02
Patent number
US08648066B2

Reaction notes

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