Ethanol → HCID 178469309, compound

HRID 2261188Notes

Reaction equation

HRID 2261188 reaction equation
[CH2:1]([NH:3][C:4]1[C:9]([CH:10]=O)=[CH:8][N:7]=[C:6]2[NH:12][CH:13]=[CH:14][C:5]=12)[CH3:2].C(O[C:18](=[O:30])[C:19]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[C:21]([CH2:27][C:28]#[N:29])[CH:20]=1)C.N1CCCCC1.[CH2:37]([OH:39])[CH3:38]>>[CH2:37]([O:39][C:18](=[O:30])[C:19]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[C:21]([C:27]2[C:28](=[NH:29])[N:3]([CH2:1][CH3:2])[C:4]3[C:9](=[CH:8][N:7]=[C:6]4[NH:12][CH:13]=[CH:14][C:5]4=3)[CH:10]=2)[CH:20]=1)[CH3:38]

Participants

5

Reactant 4

HCID 702EthanolHCID 8082PiperidineHCID 591984994-(ethylamino)-1H-pyrrolo[2,3-b]pyridine-5-carbaldehydeHCID 591985173-Cyanomethyl-5-methoxy-benzoic acid ethyl ester

Product 1

HCID 178469309HCID 178469309, compound

Conditions

Temperature
120 °C

Procedure

4-Ethylamino-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde (1 g, 5.3 mmol) and 3-cyanomethyl-5-methoxy-benzoic acid ethyl ester (1.3 g, 5.8 mmol) are dissolved in ethanol (4 mL) and piperidine (2 mL, 21.2 mmol) is added at room temperature. The reaction mixture is heated at 120° C. and stirred for 24 h. The reaction mixture is then concentrated and dried to yield the crude product. The crude product is used for the next step without any further purification. MS m/z 391.1 (M+1).

Workup

  1. concentrationThe reaction mixture is then concentrated
  2. customdried

Sources & evidence

ORD record
ord-7a9e2626e6e048858c3c9f817fa0b522
Source dataset
uspto-grants-2010_12
Patent number
US07846923B2

Reaction notes

Loading…