(Phenylmethoxy)acetaldehyde → HCID 57820234, compound

HRID 1966402Notes

Reaction equation

HRID 1966402 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][C:29]([C@H:32]5[CH2:37][O:36][CH2:35][CH2:34][NH:33]5)=[CH:28][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][CH2:13][O:12][CH2:11][CH2:10]1.[CH2:38]([O:45][CH2:46][CH:47]=O)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>CO.C([BH3-])#N.[Na+]>[CH2:38]([O:45][CH2:46][CH2:47][N:33]1[CH2:34][CH2:35][O:36][CH2:37][C@@H:32]1[C:29]1[CH:30]=[CH:31][C:26]([NH:25][C:22]2[N:23]=[CH:24][C:19]3[CH:18]=[CH:17][N:16]([C:4]4[CH:3]=[C:2]([F:1])[C:7]([CH2:8][N:9]5[CH2:14][CH2:13][O:12][CH2:11][CH2:10]5)=[C:6]([F:15])[CH:5]=4)[C:20]=3[N:21]=2)=[CH:27][CH:28]=1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1

Participants

5

Reactant 2

HCID 108989(Phenylmethoxy)acetaldehydeHCID 57820172HCID 57820172, compound

Product 1

HCID 57820234HCID 57820234, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 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)-4-morpholin-3-yl-phenyl)-amine (Example 511) with benzyloxyacetaldehyde in methanol and sodium cyanoborohydride at 60° C. HPLC: tR=0.78 min (Method G); MS-ES: (M+H)+=641

Workup

  1. customThe compound is obtained

Sources & evidence

ORD record
ord-f0db11d801ec43779df29d2d7d130391
Source dataset
uspto-grants-2013_04
Patent number
US08420657B2

Reaction notes

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