Hydrochloric Acid → HCID 118271638, compound

HRID 588201Notes

Reaction equation

HRID 588201 reaction equation
[CH:1]([C:3]1[CH:8]=[C:7]([C:9]2[C:14]3[C:15]([O:37][CH3:38])=[N:16][N:17]([C:18]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[C:13]=3[CH:12]=[C:11]([NH:39][C:40]([NH:42][C@@H:43]([C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)[CH3:44])=[O:41])[N:10]=2)[CH:6]=[CH:5][N:4]=1)=[O:2].[BH4-].[Na+].Cl>CO>[OH:2][CH2:1][C:3]1[CH:8]=[C:7]([C:9]2[C:14]3[C:15]([O:37][CH3:38])=[N:16][N:17]([C:18]([C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=4)([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)[C:13]=3[CH:12]=[C:11]([NH:39][C:40]([NH:42][C@@H:43]([C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)[CH3:44])=[O:41])[N:10]=2)[CH:6]=[CH:5][N:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 118365289HCID 118365289, compound2×

Product 1

HCID 118271638HCID 118271638, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(R)-1-(4-(2-formyl pyridin-4-yl)-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(1-phenylethyl)urea (60 mg, 0.091 mmol, prepared from intermediate 51B by Scheme 3/Method A) was taken up in MeOH (2 ml) and sodium borohydride (3.79 mg, 0.100 mmol) was added. The reaction was allowed to stir at rt for 2 hours—until complete by LCMS. 1 ml of 2N HCl was added and the mixture was concentrated in vacuo. Reaction products were carrried forward without purification. MS: [M+H]+ m/z 661.

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. customReaction products
  3. customwere carrried forward without purification

Sources & evidence

ORD record
ord-7b9e54f098b848f0942d9451416c64db
Source dataset
uspto-grants-2016_01
Patent number
US09226922B2

Reaction notes

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