Acetaldehyde → HCID 57820549, compound

HRID 1966400Notes

Reaction equation

HRID 1966400 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:16]2[C:20]3[N:21]=[C:22]([NH:25][C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([C@H]5COCCN5)[CH:27]=4)[N:23]=[CH:24][C:19]=3[CH:18]=[CH:17]2)[CH:5]=[C:6]([F:15])[C:7]=1[CH2:8][N:9]1[CH2:14]CO[CH2:11][CH2:10]1.[CH:38](=[O:40])[CH3:39].[CH3:41][OH:42]>C([BH3-])#N.[Na+]>[F:1][C:2]1[CH:3]=[C:4]([N:16]2[C:20]3[N:21]=[C:22]([NH:25][C:26]4[CH:27]=[CH:28][C:29]([C@H:8]5[CH2:7][O:40][CH2:38][CH2:39][N:9]5[CH2:10][CH3:11])=[CH:30][CH:31]=4)[N:23]=[CH:24][C:19]=3[CH:18]=[CH:17]2)[CH:5]=[C:6]([F:15])[C:7]=1[CH2:8][N:9]1[CH2:10][CH2:11][O:42][CH2:41][CH2:14]1

Participants

5

Reactant 3

HCID 177AcetaldehydeHCID 887MethanolHCID 57820277HCID 57820277, compound

Product 1

HCID 57820549HCID 57820549, compound

Reagents, catalysts & solvents 1

HCID 5003444Sodium cyanoborohydrideSolvent

Procedure

The compound is obtained by treating [7-(3,5-difluoro-4-morpholin-4-ylmethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl]-((S)-3-morpholin-3-yl-phenyl)-amine (Example 507) with acetaldehyde in methanol and sodium cyanoborohydride at rt to 60° C. HPLC: tR=0.63 min (Method G); MS-ES: (M+H)+=535

Workup

  1. customThe compound is obtained

Sources & evidence

ORD record
ord-99186a628b7348328c00b327b44d7d94
Source dataset
uspto-grants-2013_04
Patent number
US08420657B2

Reaction notes

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